Phyto4Health

Carnosic Acid

Representations & DB's id

ChEBI: CHEBI:65585
ChEMBL: CHEMBL484853
PubChem: 65126
IUPAC: (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
Standard InChI: 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
Standard InChI Key: QRYRORQUOLYVBU-VBKZILBWSA-N
SMILES: OC(=O)[C@@]12CCCC([C@@H]2CCc2c1c(O)c(c(c2)C(C)C)O)(C)C

Molecular propeties

AlogP: 4.32
Hydrogen bonds acceptors: 3
Hydrogen bonds donors: 3
Rotatable bonds: 2
Number of rings: 3
Molecular Weight: 332.2
Topological polar surface area: 77.8
Number of aromatic rings: 1
Fsp3: 0.65
Number of carbons: 20

Plant sources

Part of plant Plant name Ref.
PlantRosmarinus officinalis
PlantThymus vulgaris
PlantSalvia officinalis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency14125.4 nMMicrotubule-associated protein tauP10636
Potency14125.4 nMAldehyde dehydrogenase 1A1P00352
Potency10000 nMMicrotubule-associated protein tauP10636
Potency1995.3 nMArachidonate 12-lipoxygenaseP18054
Potency15848.9 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency3548.1 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency354.8 nMArachidonate 15-lipoxygenase, type IIO15296
Ki4300 nMCytochrome P450 3A4P08684
Ki9200 nMCytochrome P450 2C9P11712
Others11 %Cytochrome P450 3A4P08684
Others11 %Cytochrome P450 2E1P05181
Others11 %Cytochrome P450 2D6P10635
Others11 %Cytochrome P450 2C19P33261
Others11 %Cytochrome P450 2C9P11712
Others11 %Cytochrome P450 2C8P10632
Others11 %Cytochrome P450 2B6P20813
Others11 %Cytochrome P450 1A2P05177
IC505000 nMProstaglandin E synthaseO14684