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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:49 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002358

Secondary Accession Numbers

HMDB02358

Metabolite Identification

Common Name

Carnosic acid

Description

Carnosic acid is the major rosemary polyphenol. Carnosic acid appears to enhance the anti-cancer activity of vitamin D(3) and its analogs. Carnosic acid enhances monocytic differentiation of HL60 cells when combined not only with 1alpha,25-dihydroxyvitamin D3 (1,25D3) or 12-O-tetradecanoyl phorbol 13-acetate (TPA) but also with the 'classic' granulocytic inducer all-trans retinoic acid (ATRA). Carnosic acid alone increases the expression of vitamin D receptor (VDR) and retinoid X receptor (RXR) alpha, which was greatly enhanced in the presence of 1alpha,25-dihydroxyvitamin D3 and all-trans retinoic acid. (PMID: 15265684 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0002358
     RDKit          3D
Carnosic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
    4.9129    1.2853    1.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6502    0.2531    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -1.0998    0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894    0.1284    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579    0.7145    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.5821    0.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465   -0.1833   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.7699   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -1.5210   -2.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578   -0.6371   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7241   -1.2272   -1.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -0.3293   -0.6294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3024   -0.8329   -1.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    0.0787   -2.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278   -2.1079   -2.4400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -1.4945    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297   -1.8326    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856   -0.7539   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    0.6129    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    1.5910   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5877    0.9161    1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    0.8948   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.8583    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038    1.2431    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0171    1.4175    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4637    2.2364    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502    0.8515    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    0.5462   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712   -1.8741    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2247   -1.1151    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -1.2126    1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5772    1.3230    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -1.9714   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4721   -1.7770   -2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -2.9704   -1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0063   -1.3569    1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -2.3636   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.7741   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226   -2.0263    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7516   -0.9361   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027   -0.8448   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9028    2.6361   -0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2123    1.3542   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    1.4240   -1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    1.9526    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4913    0.2729    1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249    0.5991    2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    1.4500   -1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    2.2424    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659    2.7503    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4332    0.6715    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469    2.1258    1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  1  6
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 10  4  1  0
 22 12  1  0
 24  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
M  END


  Mrv0541 02231219302D          

 24 26  0  0  1  0            999 V2000
   16.0708   -8.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7854  -10.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9110  -13.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0860  -13.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7840  -11.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6419  -12.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9274  -12.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7840  -12.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4985  -10.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3564  -10.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0708   -9.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6419  -11.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3564  -10.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2130  -12.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9274  -10.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6419   -9.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9274  -10.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9048  -10.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4985  -12.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2130  -11.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6419   -8.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5211   -9.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2202  -10.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2819  -10.2003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 11  1  0  0  0  0
  3 19  1  0  0  0  0
  4 19  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 12  1  0  0  0  0
  6  7  1  0  0  0  0
 14  7  1  0  0  0  0
  8 19  1  0  0  0  0
  9 20  1  0  0  0  0
 10 13  2  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 15  2  0  0  0  0
 13 16  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 20  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  1  0  0  0  0
 20 18  1  1  0  0  0
 18 23  1  0  0  0  0
 18 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002358

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC2=C(C(O)=C1O)[C@]1(CCCC(C)(C)C1CC2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14?,20-/m1/s1

> <INCHI_KEY>
QRYRORQUOLYVBU-YBMSBYLISA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.4339

> <EXACT_MASS>
332.198759384

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.29828419629019

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
5.141634084666667

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.551732124188296

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.292945414120731

> <JCHEM_PKA_STRONGEST_BASIC>
-6.00916058522994

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
93.40579999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002358
     RDKit          3D
Carnosic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
    4.9129    1.2853    1.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6502    0.2531    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -1.0998    0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894    0.1284    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579    0.7145    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.5821    0.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465   -0.1833   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.7699   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -1.5210   -2.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578   -0.6371   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7241   -1.2272   -1.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -0.3293   -0.6294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3024   -0.8329   -1.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    0.0787   -2.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278   -2.1079   -2.4400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -1.4945    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297   -1.8326    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856   -0.7539   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    0.6129    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    1.5910   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5877    0.9161    1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    0.8948   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.8583    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038    1.2431    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0171    1.4175    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4637    2.2364    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502    0.8515    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    0.5462   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712   -1.8741    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2247   -1.1151    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -1.2126    1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5772    1.3230    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -1.9714   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4721   -1.7770   -2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -2.9704   -1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0063   -1.3569    1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -2.3636   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.7741   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226   -2.0263    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7516   -0.9361   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027   -0.8448   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9028    2.6361   -0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2123    1.3542   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    1.4240   -1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    1.9526    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4913    0.2729    1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249    0.5991    2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    1.4500   -1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    2.2424    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659    2.7503    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4332    0.6715    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469    2.1258    1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  1  6
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 10  4  1  0
 22 12  1  0
 24  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      29.999 -16.587   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.333 -18.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.101 -24.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.561 -24.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.997 -21.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.332 -22.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.998 -23.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.997 -22.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.331 -20.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.665 -20.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.999 -18.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.332 -21.207   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.665 -18.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.664 -22.747   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.998 -20.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.332 -18.127   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.998 -18.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.089 -20.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.331 -23.517   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.664 -21.207   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      27.332 -16.587   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      25.239 -17.848   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      22.811 -19.602   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      24.793 -19.041   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5    8    9                                                       
CONECT    6   12    7                                                       
CONECT    7    6   14                                                       
CONECT    8    5   19                                                       
CONECT    9    5   20                                                       
CONECT   10   13   12                                                       
CONECT   11    1    2   13                                                  
CONECT   12    6   10   15                                                  
CONECT   13   10   11   16                                                  
CONECT   14    7   19   20                                                  
CONECT   15   12   20   17                                                  
CONECT   16   13   17   21                                                  
CONECT   17   15   16   22                                                  
CONECT   18   20   23   24                                                  
CONECT   19    3    4    8   14                                             
CONECT   20    9   14   15   18                                             
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   18                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0002358
HETATM    1  C1  UNL     1       4.913   1.285   1.314  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.650   0.253   0.220  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.141  -1.100   0.734  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.189   0.128   0.013  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.258   0.715   0.830  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.908   0.582   0.630  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.447  -0.183  -0.451  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.408  -0.770  -1.270  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.987  -1.521  -2.337  1.00  0.00           O  
HETATM   10  C9  UNL     1       2.758  -0.637  -1.071  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.724  -1.227  -1.896  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.003  -0.329  -0.629  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.302  -0.833  -1.988  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.582   0.079  -2.847  1.00  0.00           O  
HETATM   15  O4  UNL     1      -1.328  -2.108  -2.440  1.00  0.00           O  
HETATM   16  C12 UNL     1      -1.385  -1.495   0.294  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.830  -1.833   0.220  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.686  -0.754  -0.371  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.256   0.613   0.028  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.139   1.591  -0.767  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.588   0.916   1.477  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.831   0.895  -0.317  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.195   1.858   0.653  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.104   1.243   1.478  1.00  0.00           C  
HETATM   25  H1  UNL     1       6.017   1.418   1.369  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.464   2.236   1.026  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.550   0.851   2.253  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.212   0.546  -0.682  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.771  -1.874   0.051  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.225  -1.115   0.916  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.662  -1.213   1.750  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.577   1.323   1.689  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.596  -1.971  -2.968  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.472  -1.777  -2.675  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.312  -2.970  -1.934  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.006  -1.357   1.325  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.808  -2.364  -0.088  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.067  -2.774  -0.323  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.223  -2.026   1.264  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.752  -0.936  -0.029  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.703  -0.845  -1.461  1.00  0.00           H  
HETATM   42  H18 UNL     1      -3.903   2.636  -0.511  1.00  0.00           H  
HETATM   43  H19 UNL     1      -5.212   1.354  -0.639  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.866   1.424  -1.833  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.958   1.953   1.611  1.00  0.00           H  
HETATM   46  H22 UNL     1      -4.491   0.273   1.704  1.00  0.00           H  
HETATM   47  H23 UNL     1      -2.825   0.599   2.183  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.853   1.450  -1.290  1.00  0.00           H  
HETATM   49  H25 UNL     1      -1.968   2.242   1.343  1.00  0.00           H  
HETATM   50  H26 UNL     1      -0.766   2.750   0.151  1.00  0.00           H  
HETATM   51  H27 UNL     1      -0.433   0.671   2.356  1.00  0.00           H  
HETATM   52  H28 UNL     1       0.447   2.126   1.935  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   28
CONECT    3   29   30   31
CONECT    4    5    5   10
CONECT    5    6   32
CONECT    6    7    7   24
CONECT    7    8   12
CONECT    8    9   10   10
CONECT    9   33
CONECT   10   11
CONECT   11   34
CONECT   12   13   16   22
CONECT   13   14   14   15
CONECT   15   35
CONECT   16   17   36   37
CONECT   17   18   38   39
CONECT   18   19   40   41
CONECT   19   20   21   22
CONECT   20   42   43   44
CONECT   21   45   46   47
CONECT   22   23   48
CONECT   23   24   49   50
CONECT   24   51   52
END

HMDB0002358
     RDKit          3D
Carnosic acid
 52 54  0  0  0  0  0  0  0  0999 V2000
    4.9129    1.2853    1.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6502    0.2531    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -1.0998    0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894    0.1284    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579    0.7145    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.5821    0.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465   -0.1833   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.7699   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -1.5210   -2.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578   -0.6371   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7241   -1.2272   -1.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -0.3293   -0.6294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3024   -0.8329   -1.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    0.0787   -2.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278   -2.1079   -2.4400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -1.4945    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297   -1.8326    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856   -0.7539   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    0.6129    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    1.5910   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5877    0.9161    1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    0.8948   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    1.8583    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038    1.2431    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0171    1.4175    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4637    2.2364    1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502    0.8515    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    0.5462   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712   -1.8741    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2247   -1.1151    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -1.2126    1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5772    1.3230    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -1.9714   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4721   -1.7770   -2.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -2.9704   -1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0063   -1.3569    1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -2.3636   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.7741   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226   -2.0263    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7516   -0.9361   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027   -0.8448   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9028    2.6361   -0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2123    1.3542   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    1.4240   -1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    1.9526    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4913    0.2729    1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249    0.5991    2.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8525    1.4500   -1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    2.2424    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659    2.7503    0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4332    0.6715    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469    2.1258    1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  1  6
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 10  4  1  0
 22 12  1  0
 24  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Carnosate	Generator
4a(2H)-Phenanthrenecarboxylic acid	HMDB
RoseOx	HMDB
Salvin	HMDB
(4AR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylate	HMDB

Chemical Formula

C₂₀H₂₈O₄

Average Molecular Weight

332.4339

Monoisotopic Molecular Weight

332.198759384

IUPAC Name

(4aR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid

Traditional Name

(4aR)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid

CAS Registry Number

3650-09-7

SMILES

CC(C)C1=CC2=C(C(O)=C1O)[C@]1(CCCC(C)(C)C1CC2)C(O)=O

InChI Identifier

InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14?,20-/m1/s1

InChI Key

QRYRORQUOLYVBU-YBMSBYLISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
1-naphthalenecarboxylic acid
1-naphthalenecarboxylic acid or derivatives
Tetralin
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	499.00 to 503.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2.73 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.405 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.078 g/L	ALOGPS
logP	4.16	ALOGPS
logP	5.14	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.29	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	93.41 m³·mol⁻¹	ChemAxon
Polarizability	37.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.216	31661259
DarkChem	[M-H]-	174.761	31661259
DeepCCS	[M+H]+	184.062	30932474
DeepCCS	[M-H]-	181.704	30932474
DeepCCS	[M-2H]-	215.826	30932474
DeepCCS	[M+Na]+	191.053	30932474
AllCCS	[M+H]+	179.5	32859911
AllCCS	[M+H-H2O]+	176.5	32859911
AllCCS	[M+NH4]+	182.2	32859911
AllCCS	[M+Na]+	183.0	32859911
AllCCS	[M-H]-	187.7	32859911
AllCCS	[M+Na-2H]-	188.0	32859911
AllCCS	[M+HCOO]-	188.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carnosic acid	CC(C)C1=CC2=C(C(O)=C1O)[C@]1(CCCC(C)(C)C1CC2)C(O)=O	3612.8	Standard polar	33892256
Carnosic acid	CC(C)C1=CC2=C(C(O)=C1O)[C@]1(CCCC(C)(C)C1CC2)C(O)=O	2574.2	Standard non polar	33892256
Carnosic acid	CC(C)C1=CC2=C(C(O)=C1O)[C@]1(CCCC(C)(C)C1CC2)C(O)=O	2784.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carnosic acid,1TMS,isomer #1	CC(C)C1=CC2=C(C(O[Si](C)(C)C)=C1O)[C@@]1(C(=O)O)CCCC(C)(C)C1CC2	2663.5	Semi standard non polar	33892256
Carnosic acid,1TMS,isomer #2	CC(C)C1=CC2=C(C(O)=C1O[Si](C)(C)C)[C@@]1(C(=O)O)CCCC(C)(C)C1CC2	2641.9	Semi standard non polar	33892256
Carnosic acid,1TMS,isomer #3	CC(C)C1=CC2=C(C(O)=C1O)[C@@]1(C(=O)O[Si](C)(C)C)CCCC(C)(C)C1CC2	2555.1	Semi standard non polar	33892256
Carnosic acid,2TMS,isomer #1	CC(C)C1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)[C@@]1(C(=O)O)CCCC(C)(C)C1CC2	2632.1	Semi standard non polar	33892256
Carnosic acid,2TMS,isomer #2	CC(C)C1=CC2=C(C(O[Si](C)(C)C)=C1O)[C@@]1(C(=O)O[Si](C)(C)C)CCCC(C)(C)C1CC2	2528.3	Semi standard non polar	33892256
Carnosic acid,2TMS,isomer #3	CC(C)C1=CC2=C(C(O)=C1O[Si](C)(C)C)[C@@]1(C(=O)O[Si](C)(C)C)CCCC(C)(C)C1CC2	2512.2	Semi standard non polar	33892256
Carnosic acid,3TMS,isomer #1	CC(C)C1=CC2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)[C@@]1(C(=O)O[Si](C)(C)C)CCCC(C)(C)C1CC2	2549.7	Semi standard non polar	33892256
Carnosic acid,1TBDMS,isomer #1	CC(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)[C@@]1(C(=O)O)CCCC(C)(C)C1CC2	2916.4	Semi standard non polar	33892256
Carnosic acid,1TBDMS,isomer #2	CC(C)C1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)[C@@]1(C(=O)O)CCCC(C)(C)C1CC2	2916.5	Semi standard non polar	33892256
Carnosic acid,1TBDMS,isomer #3	CC(C)C1=CC2=C(C(O)=C1O)[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC(C)(C)C1CC2	2821.3	Semi standard non polar	33892256
Carnosic acid,2TBDMS,isomer #1	CC(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)[C@@]1(C(=O)O)CCCC(C)(C)C1CC2	3083.2	Semi standard non polar	33892256
Carnosic acid,2TBDMS,isomer #2	CC(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O)[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC(C)(C)C1CC2	2985.5	Semi standard non polar	33892256
Carnosic acid,2TBDMS,isomer #3	CC(C)C1=CC2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC(C)(C)C1CC2	3031.5	Semi standard non polar	33892256
Carnosic acid,3TBDMS,isomer #1	CC(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)[C@@]1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC(C)(C)C1CC2	3157.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carnosic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014r-5095000000-44e26f30355230a536dd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carnosic acid GC-MS (3 TMS) - 70eV, Positive	splash10-001i-2000690000-96a4336cd84ad1b219c4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carnosic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 10V, Positive-QTOF	splash10-00lr-0029000000-e821b75be9717da6d0fa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 20V, Positive-QTOF	splash10-014u-1394000000-57d59ef310187aab716d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 40V, Positive-QTOF	splash10-0a4i-6091000000-88ac05dfb8953a29e1f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 10V, Negative-QTOF	splash10-001i-0039000000-972f7cd92d10a793b20a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 20V, Negative-QTOF	splash10-0019-0096000000-369ae0ecc5d29eb5d42d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 40V, Negative-QTOF	splash10-060d-0191000000-d082f039be91d413111d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 10V, Positive-QTOF	splash10-001r-0079000000-bad105879d4f91261b64	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 20V, Positive-QTOF	splash10-000i-0292000000-37f8d04b9c0413eaf7ce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 40V, Positive-QTOF	splash10-0kor-5953000000-8230bf6f6378187b30a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 10V, Negative-QTOF	splash10-001i-0029000000-5af13dd36351bcc03c7f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 20V, Negative-QTOF	splash10-000i-0090000000-7f862075621f5ede20b6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carnosic acid 40V, Negative-QTOF	splash10-00y0-0290000000-eaf40225b10a387ebefc	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014905

KNApSAcK ID

C00036880

Chemspider ID

400886

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carnosic acid

METLIN ID

Not Available

PubChem Compound

455260

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1588221

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Danilenko M, Studzinski GP: Enhancement by other compounds of the anti-cancer activity of vitamin D(3) and its analogs. Exp Cell Res. 2004 Aug 15;298(2):339-58. [PubMed:15265684 ]

Showing metabocard for Carnosic acid (HMDB0002358)

MOL for HMDB0002358 (Carnosic acid)

3D MOL for HMDB0002358 (Carnosic acid)

3D SDF for HMDB0002358 (Carnosic acid)

3D-SDF for HMDB0002358 (Carnosic acid)

PDB for HMDB0002358 (Carnosic acid)

3D PDB for HMDB0002358 (Carnosic acid)

SMILES for HMDB0002358 (Carnosic acid)

INCHI for HMDB0002358 (Carnosic acid)

Structure for HMDB0002358 (Carnosic acid)

3D Structure for HMDB0002358 (Carnosic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra