[(1R,3S,6S,8R,11R,12S,15R,16R)-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: 67b8ce8e-22c7-46f3-9bdc-fe0ab7986414
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(1R,3S,6S,8R,11R,12S,15R,16R)-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5)OC(=O)C)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@@]34[C@@H]2CC[C@H]5[C@@]3(C4)CC[C@@H](C5)OC(=O)C)C)C
• InChI: InChI=1S/C31H50O2/c1-20(2)21(3)8-9-22(4)26-13-14-29(7)27-11-10-24-18-25(33-23(5)32)12-15-30(24)19-31(27,30)17-16-28(26,29)6/h20,22,24-27H,3,8-19H2,1-2,4-7H3/t22-,24-,25+,26-,27-,28-,29+,30+,31-/m1/s1
• InChI Key: VZFMJURDMULUBG-GVDQSSJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.381080833 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 8.35
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.6007	60.07%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.5675	56.75%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	-	0.4397	43.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9197	91.97%
P-glycoprotein inhibitior	-	0.4410	44.10%
P-glycoprotein substrate	-	0.5929	59.29%
CYP3A4 substrate	+	0.6978	69.78%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8011	80.11%
CYP2C9 inhibition	-	0.8054	80.54%
CYP2C19 inhibition	+	0.6212	62.12%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.7962	79.62%
CYP2C8 inhibition	+	0.4776	47.76%
CYP inhibitory promiscuity	-	0.6805	68.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8639	86.39%
Skin irritation	-	0.5317	53.17%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.7728	77.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4022	40.22%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5838	58.38%
skin sensitisation	+	0.5763	57.63%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.8424	84.24%
Androgen receptor binding	+	0.7133	71.33%
Thyroid receptor binding	+	0.5736	57.36%
Glucocorticoid receptor binding	+	0.7799	77.99%
Aromatase binding	+	0.7437	74.37%
PPAR gamma	+	0.6662	66.62%
Honey bee toxicity	-	0.6545	65.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5530	55.30%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.30%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.60%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	94.01%	91.19%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.85%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL3837	P07711	Cathepsin L	92.09%	96.61%
CHEMBL233	P35372	Mu opioid receptor	91.08%	97.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.76%	96.77%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.41%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.26%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	88.91%	97.79%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.47%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.03%	92.62%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.96%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.70%	92.86%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.08%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	86.01%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.87%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.29%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.68%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.51%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.24%	82.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.67%	89.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.56%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.37%	95.50%
CHEMBL240	Q12809	HERG	83.10%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.61%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.88%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.85%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.84%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.43%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.35%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.21%	95.71%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.11%	96.25%

Plants that contains it

• Musa × paradisiaca

Cross-Links

• PubChem: 163014680
• LOTUS: LTS0172810
• wikiData: Q105299742