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Carnosol

PubChem CID: 442009

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Compound Synonyms carnosol, 5957-80-2, Picrosalvin, UNII-483O455CKD, CCRIS 7122, HSDB 7680, 483O455CKD, CARNOSOL [HSDB], CARNOSOL [MI], MFCD02752467, CHEBI:3429, CHEMBL218693, DTXSID80904451, NSC 39143, NSC-39143, CARNOSOL (CONSTITUENT OF ROSEMARY) [DSC], (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one, 1,3,4,9,10,10aS-Hexahydro-5,6-dihydroxy-1,1-dimethyl-7-isopropyl-2H-9S,4aR-(epoxymethano)phenanthren-12-one, 2H-9,4a-(Epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR-(4aalpha,9alpha,10abeta))-, (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[6.6.2.0^{1,10}.0^{2,7}]hexadeca-2,4,6-trien-15-one, (4aR,9S,10aS)-5,6-Dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydro-1H-9,4a-(epoxymethano)phenanthren-12-one, 2H-9,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6-DIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR,9S,10AS)-, 2H-9,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6-DIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR-(4A.ALPHA.,9.ALPHA.,10A.BETA.))-, PODOCARPA-8,11,13-TRIEN-17-OIC ACID, 7.BETA.,11,12-TRIHYDROXY-13-ISOPROPYL-, 17,7-LACTONE, (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo(6.6.2.0^(1,10).0^(2,7))hexadeca-2,4,6-trien-15-one, (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo(6.6.2.01,10.02,7)hexadeca-2,4,6-trien-15-one, Carnosol (Standard), SCHEMBL42365, Carnosol, analytical standard, HY-N0643R, XUSYGBPHQBWGAD-PJSUUKDQSA-N, DTXCID301333605, HY-N0643, BDBM50213683, s9127, AKOS015897159, CCG-208130, FC41666, 1ST40210, AC-34727, CARNOSOL (CONSTITUENT OF ROSEMARY), DA-51592, CS-0009670, NS00126746, C09069, BRD-K67265981-001-01-5, Q16634054, PODOCARPA-8,11,13-TRIEN-17-OIC ACID, 7BETA,11,12-TRIHYDROXY-13-ISOPROPYL-, 17,7-LACTONE
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CC3CCCCC13C1CCCCC21
Np Classifier Class Abietane diterpenoids, Tetracyclic diterpenoids
Deep Smiles O=CO[C@H]C[C@@H][C@]6CCCC6C)C)))))cc6cccc6O))O))CC)C
Heavy Atom Count 24.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1OC2CC3CCCCC31C1CCCCC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 542.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Uniprot Id P16233, Q9YQ12, Q60795, O14684, P14324
Iupac Name (1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT2797, NPT956, NPT1384
Xlogp 4.4
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Gsk 4 400 Rule False
Molecular Formula C20H26O4
Scaffold Graph Node Bond Level O=C1OC2CC3CCCCC13c1ccccc12
Prediction Swissadme 1.0
Inchi Key XUSYGBPHQBWGAD-PJSUUKDQSA-N
Silicos It Class Moderately soluble
Fcsp3 0.65
Logs -3.91
Rotatable Bond Count 1.0
State Solid
Logd 3.316
Synonyms 1,3,4,9,10,10AS-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-isopropyl-2H-9S,4ar-(epoxymethano)phenanthren-12-one, carnosol, picrosalvin
Esol Class Moderately soluble
Functional Groups COC(C)=O, cO
Compound Name Carnosol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 330.183
Formal Charge 0.0
Monoisotopic Mass 330.183
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 330.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -4.7670288
Inchi InChI=1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1
Smiles CC(C)C1=C(C(=C2C(=C1)[C@@H]3C[C@@H]4[C@@]2(CCCC4(C)C)C(=O)O3)O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Diterpene lactones
Np Classifier Superclass Diterpenoids