3alpha-Hydroxyepiilicic acid

Details

• Internal ID: 9895022f-f05b-4503-af29-d89429dd80ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aS,7R,8R,8aR)-7,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC12CCC(CC1C(C(CC2)O)(C)O)C(=C)C(=O)O
• SMILES (Isomeric): C[C@@]12CC[C@H](C[C@H]1[C@@]([C@@H](CC2)O)(C)O)C(=C)C(=O)O
• InChI: InChI=1S/C15H24O4/c1-9(13(17)18)10-4-6-14(2)7-5-12(16)15(3,19)11(14)8-10/h10-12,16,19H,1,4-8H2,2-3H3,(H,17,18)/t10-,11-,12-,14+,15-/m1/s1
• InChI Key: SVUDFAVZLCGQAU-MYYUVRNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.5439	54.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9449	94.49%
OATP1B3 inhibitior	+	0.8517	85.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6641	66.41%
BSEP inhibitior	-	0.9046	90.46%
P-glycoprotein inhibitior	-	0.9475	94.75%
P-glycoprotein substrate	-	0.8558	85.58%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.7885	78.85%
CYP2C9 inhibition	-	0.9319	93.19%
CYP2C19 inhibition	-	0.8904	89.04%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.8423	84.23%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.7075	70.75%
Skin irritation	+	0.6097	60.97%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6497	64.97%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.6118	61.18%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5159	51.59%
Acute Oral Toxicity (c)	III	0.5591	55.91%
Estrogen receptor binding	+	0.7580	75.80%
Androgen receptor binding	-	0.5368	53.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7505	75.05%
Aromatase binding	+	0.5870	58.70%
PPAR gamma	+	0.5549	55.49%
Honey bee toxicity	-	0.8620	86.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.59%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.70%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	85.37%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.71%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.15%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.05%	100.00%

Plants that contains it

• Aster himalaicus

Cross-Links

• PubChem: 21635762
• LOTUS: LTS0228052
• wikiData: Q105262451