(1S,3R,6S,8R,11S,12S,15S,16R)-7,7,16-trimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: 77e98844-f269-47ee-8f49-a3256935c45d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids > 3-beta-hydroxysteroids
• IUPAC Name: (1S,3R,6S,8R,11S,12S,15S,16R)-7,7,16-trimethyl-15-[(E,2R)-5-methylhex-3-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(C)C=CC(C)C1CCC2C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C
• SMILES (Isomeric): C[C@H](/C=C/C(C)C)[C@@H]1CC[C@@H]2[C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C
• InChI: InChI=1S/C28H46O/c1-18(2)7-8-19(3)20-9-10-21-22-11-12-23-25(4,5)24(29)13-14-28(23)17-27(22,28)16-15-26(20,21)6/h7-8,18-24,29H,9-17H2,1-6H3/b8-7+/t19-,20+,21+,22+,23+,24+,26-,27+,28-/m1/s1
• InChI Key: ZOCLWXBYNBXQGG-WUTWSVCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O
• Molecular Weight: 398.70 g/mol
• Exact Mass: 398.354866087 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.24
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.5442	54.42%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5021	50.21%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4769	47.69%
P-glycoprotein inhibitior	-	0.6936	69.36%
P-glycoprotein substrate	-	0.7488	74.88%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7060	70.60%
CYP3A4 inhibition	-	0.8802	88.02%
CYP2C9 inhibition	-	0.6133	61.33%
CYP2C19 inhibition	-	0.6229	62.29%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.5311	53.11%
CYP2C8 inhibition	-	0.7940	79.40%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9559	95.59%
Skin irritation	+	0.6571	65.71%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6572	65.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.3730	37.30%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6879	68.79%
skin sensitisation	+	0.5364	53.64%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8227	82.27%
Acute Oral Toxicity (c)	III	0.7263	72.63%
Estrogen receptor binding	+	0.8838	88.38%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.7241	72.41%
Aromatase binding	+	0.6188	61.88%
PPAR gamma	+	0.5496	54.96%
Honey bee toxicity	-	0.7576	75.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	95.99%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.92%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.17%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.34%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.95%	95.69%
CHEMBL226	P30542	Adenosine A1 receptor	89.89%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.52%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.91%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL236	P41143	Delta opioid receptor	88.18%	99.35%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.66%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.71%	82.69%
CHEMBL204	P00734	Thrombin	85.66%	96.01%
CHEMBL237	P41145	Kappa opioid receptor	85.33%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.20%	95.89%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.12%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.89%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.48%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.22%	96.77%
CHEMBL2581	P07339	Cathepsin D	82.75%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.38%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.96%	93.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.90%	85.30%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.75%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.50%	100.00%

Plants that contains it

• Senecio lydenburgensis

Cross-Links

• PubChem: 163004325
• LOTUS: LTS0262421
• wikiData: Q105380365