3-[8-(3,3-Dimethyloxiran-2-yl)-2-hydroxy-6-methyloct-5-en-2-yl]-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-ol

Details

• Internal ID: 5beda336-0659-48c8-b0d7-a822d12f1111
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[8-(3,3-dimethyloxiran-2-yl)-2-hydroxy-6-methyloct-5-en-2-yl]-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-ol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2C1(CCC3C2(CCC(C3(C)C)O)C)C)O)CCC4C(O4)(C)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2C1(CCC3C2(CCC(C3(C)C)O)C)C)O)CCC4C(O4)(C)C
• InChI: InChI=1S/C30H52O3/c1-20(11-14-25-27(4,5)33-25)10-9-17-30(8,32)23-13-12-22-28(6)19-16-24(31)26(2,3)21(28)15-18-29(22,23)7/h10,21-25,31-32H,9,11-19H2,1-8H3
• InChI Key: LOSIFDMBAMXYSA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₃
• Molecular Weight: 460.70 g/mol
• Exact Mass: 460.39164552 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.5332	53.32%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5628	56.28%
OATP2B1 inhibitior	-	0.5784	57.84%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9462	94.62%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7509	75.09%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	-	0.7768	77.68%
CYP2D6 substrate	-	0.7526	75.26%
CYP3A4 inhibition	-	0.5953	59.53%
CYP2C9 inhibition	-	0.7700	77.00%
CYP2C19 inhibition	-	0.7360	73.60%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8019	80.19%
CYP2C8 inhibition	-	0.5832	58.32%
CYP inhibitory promiscuity	-	0.5727	57.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6149	61.49%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.5528	55.28%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6869	68.69%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8391	83.91%
skin sensitisation	-	0.5897	58.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8149	81.49%
Acute Oral Toxicity (c)	III	0.4782	47.82%
Estrogen receptor binding	+	0.7280	72.80%
Androgen receptor binding	+	0.5663	56.63%
Thyroid receptor binding	+	0.6567	65.67%
Glucocorticoid receptor binding	+	0.7404	74.04%
Aromatase binding	+	0.7095	70.95%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.31%	97.25%
CHEMBL325	Q13547	Histone deacetylase 1	95.20%	95.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.71%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.70%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	91.06%	98.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.90%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.31%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.09%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	85.89%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.14%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.02%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.47%	90.08%
CHEMBL236	P41143	Delta opioid receptor	83.88%	99.35%
CHEMBL2581	P07339	Cathepsin D	83.79%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.65%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.52%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.33%	89.05%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.16%	87.16%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.56%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.47%	97.93%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 162977353
• LOTUS: LTS0172262
• wikiData: Q105154888