2-[(3S,4aS,6aR,10aR,10bS)-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]acetic acid

Details

• Internal ID: ac9318fa-c926-44f9-a7ca-3ca5b7c1959e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[(3S,4aS,6aR,10aR,10bS)-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]acetic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CCC(O3)(C)CC(=O)O)C)C)C
• SMILES (Isomeric): C[C@]1(CC[C@H]2[C@@]3(CCCC([C@H]3CC[C@@]2(O1)C)(C)C)C)CC(=O)O
• InChI: InChI=1S/C20H34O3/c1-17(2)9-6-10-19(4)14(17)8-12-20(5)15(19)7-11-18(3,23-20)13-16(21)22/h14-15H,6-13H2,1-5H3,(H,21,22)/t14-,15+,18+,19-,20+/m1/s1
• InChI Key: FTDJSNVEZHDIAG-OPTDIUSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.6753	67.53%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5104	51.04%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5531	55.31%
P-glycoprotein inhibitior	-	0.7760	77.60%
P-glycoprotein substrate	-	0.9500	95.00%
CYP3A4 substrate	+	0.5547	55.47%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.8988	89.88%
CYP2C9 inhibition	-	0.7389	73.89%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.8530	85.30%
CYP2C8 inhibition	-	0.7553	75.53%
CYP inhibitory promiscuity	-	0.9655	96.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7296	72.96%
Eye corrosion	-	0.9691	96.91%
Eye irritation	-	0.7119	71.19%
Skin irritation	-	0.6500	65.00%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6212	62.12%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6298	62.98%
skin sensitisation	-	0.6604	66.04%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6864	68.64%
Acute Oral Toxicity (c)	III	0.7437	74.37%
Estrogen receptor binding	+	0.8310	83.10%
Androgen receptor binding	-	0.5691	56.91%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.7901	79.01%
Aromatase binding	+	0.7191	71.91%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.9533	95.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8792	87.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.68%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.55%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.39%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	86.25%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.26%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.52%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.47%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	82.99%	90.17%
CHEMBL2581	P07339	Cathepsin D	81.72%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.33%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.71%	100.00%

Plants that contains it

• Sideritis gomerae
• Sideritis nutans

Cross-Links

• PubChem: 101286255
• LOTUS: LTS0242978
• wikiData: Q105000988