[(2S,3S,6S)-6-[(3S,5S,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-6,16-dioxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,7,8,9,11,12,14,15,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-3-(2-hydroxypropan-2-yl)heptan-2-yl] acetate

Details

• Internal ID: 11d287d5-e272-4588-9d94-20251a12802f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2S,3S,6S)-6-[(3S,5S,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-6,16-dioxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,7,8,9,11,12,14,15,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-3-(2-hydroxypropan-2-yl)heptan-2-yl] acetate
• SMILES (Canonical): CC(C(CCC(C)(C1C(=O)CC2C1(CCC3C2CC(=O)C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C(C)(C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@H](CC[C@@](C)([C@@H]1C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(CC[C@@H](C4)O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O)C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C37H60O12/c1-18(47-19(2)39)22(34(3,4)45)10-13-37(7,46)32-27(41)16-24-21-15-26(40)25-14-20(8-11-35(25,5)23(21)9-12-36(24,32)6)48-33-31(44)30(43)29(42)28(17-38)49-33/h18,20-25,28-33,38,42-46H,8-17H2,1-7H3/t18-,20-,21+,22-,23-,24-,25+,28+,29+,30-,31+,32+,33-,35+,36-,37-/m0/s1
• InChI Key: JEUVQGUEZZSPHN-XDQHNMIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₁₂
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.40847734 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6944	69.44%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8088	80.88%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8173	81.73%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	+	0.6992	69.92%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	+	0.5327	53.27%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.7684	76.84%
CYP2C9 inhibition	-	0.8427	84.27%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9650	96.50%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	+	0.5732	57.32%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7535	75.35%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.6207	62.07%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.7418	74.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.6641	66.41%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5605	56.05%
skin sensitisation	-	0.9387	93.87%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7592	75.92%
Acute Oral Toxicity (c)	III	0.4380	43.80%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	+	0.6960	69.60%
Thyroid receptor binding	-	0.5907	59.07%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	+	0.6815	68.15%
Honey bee toxicity	-	0.6873	68.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9193	91.93%

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	99.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.06%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.92%	85.14%
CHEMBL237	P41145	Kappa opioid receptor	94.82%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.88%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	91.60%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.49%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.93%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.82%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.11%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.90%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.35%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.72%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.63%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.41%	90.08%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.48%	93.04%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.40%	96.21%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.00%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.77%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.55%	92.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.18%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.43%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.30%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.18%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.99%	95.89%
CHEMBL5028	O14672	ADAM10	81.51%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.92%	89.50%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.86%	94.97%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.72%	96.47%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.34%	94.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163042114
• LOTUS: LTS0173486
• wikiData: Q105126418