Carnosic Acid
precursor
Showing entry for Carnosic Acid
Identification
- PhytoHub ID
- PHUB002020
- Name
- Carnosic Acid
- Systematic Name
- Not Available
- Synonyms
- (4AR)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbox
- 4a(2H)-Phenanthrenecarboxylic acid
- RoseOx
- Salvin
- CAS Number
- 3650-09-7
- Average Mass
- 332.44
- Monoisotopic Mass
- 332.198759382
- Chemical Formula
- C20H28O4
- IUPAC Name
- (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid
- InChI Key
- QRYRORQUOLYVBU-VBKZILBWSA-N
- 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+/m0/s1
- SMILES
CC(C)C1=C(O)C(O)=C2C(CC[[email protected]]3C(C)(C)CCC[C@]23C(O)=O)=C1
- Structure
Structure for Carnosic Acid
Calculated Properties
- Solubility (ALOGPS)
- 7.79e-02 g/l
- LogS (ALOGPS)
- -3.63
- LogP (ALOGPS)
- 4.16
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 2
- Polar Surface Area
- 77.76
- Refractivity
- 93.40579999999999
- Polarizability
- 37.29537052089125
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.009160585229941
- pKa (strongest acidic)
- 4.292945414120731
- Number of Rings
- 3
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- HMDB
- HMDB0002358
- PubChem
- 65126
- ChEBI
- 65585
- FooDB (Compounds)
- FDB014905
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Diterpenoids
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Prenol lipids
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Diterpenoids
- Direct Parent Name
- Diterpenoids
- Alternative Parent Names
- ["1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Hydrophenanthrenes", "Monocarboxylic acids and derivatives", "Naphthalenecarboxylic acids", "Organic oxides", "Tetralins"]
- External Descriptor Annotations
- ["abietane diterpenoid", "carbotricyclic compound", "catechols", "monocarboxylic acid"]
- Substituent Names
- ["1-hydroxy-4-unsubstituted benzenoid", "1-naphthalenecarboxylic acid", "1-naphthalenecarboxylic acid or derivatives", "Abietane diterpenoid", "Aromatic homopolycyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Diterpenoid", "Hydrocarbon derivative", "Hydrophenanthrene", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenanthrene", "Tetralin"]
Spectra from Online Resources
No spectra information available
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Basil | Herbs and Spices | Publications | Show | |
| Common oregano | Herbs and Spices | Publications | Show | |
| Common sage | Herbs and Spices | Publications | Show | |
| Rosemary | Herbs and Spices | Publications | Show | |
| Rosemary tea | Teas and herbal teas | Publications | Show | |
| Thyme (Thymus capitatus ) | Herbs and Spices | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Carnosic Acid | Carnosic Acid | rat | plasma | unchanged | 1h-3h | >20µmol/L | No data | C20H28O4 | 332.198759382 | Detailed Intervention Studies |
Inter-Individual Variations Metabolism
No data on inter-individual variations available