3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-10-ol

Details

• Internal ID: a3e5e99a-685e-4eb8-9e8a-5281abb8877d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-10-ol
• SMILES (Canonical): CC1(CCC(C2(C1CCC3(C2CCC(O3)(C)C=C)C)C)O)C
• SMILES (Isomeric): CC1(CCC(C2(C1CCC3(C2CCC(O3)(C)C=C)C)C)O)C
• InChI: InChI=1S/C20H34O2/c1-7-18(4)12-8-15-19(5,22-18)13-9-14-17(2,3)11-10-16(21)20(14,15)6/h7,14-16,21H,1,8-13H2,2-6H3
• InChI Key: UYLPLVBAMRCOAY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6564	65.64%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5004	50.04%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6379	63.79%
P-glycoprotein inhibitior	-	0.7967	79.67%
P-glycoprotein substrate	-	0.8916	89.16%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.6262	62.62%
CYP2D6 substrate	-	0.6909	69.09%
CYP3A4 inhibition	-	0.7289	72.89%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.5926	59.26%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.7560	75.60%
CYP2C8 inhibition	-	0.7536	75.36%
CYP inhibitory promiscuity	-	0.9471	94.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6869	68.69%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8713	87.13%
Skin irritation	-	0.5555	55.55%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4089	40.89%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5459	54.59%
skin sensitisation	-	0.5283	52.83%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5261	52.61%
Acute Oral Toxicity (c)	III	0.8003	80.03%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	-	0.5299	52.99%
Thyroid receptor binding	+	0.6074	60.74%
Glucocorticoid receptor binding	+	0.6806	68.06%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	-	0.5906	59.06%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9512	95.12%

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	98.68%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.26%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.14%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.27%	92.94%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.85%	98.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.04%	90.24%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.23%	88.81%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.13%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.93%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.65%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.03%	91.03%

Plants that contains it

• Cyperus erectus

Cross-Links

• PubChem: 162962862
• LOTUS: LTS0234332
• wikiData: Q105281627