(2R,5R,6R)-2-[(3S,5R,10S,13R,14R,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptanoic acid

Details

• Internal ID: 144907f0-e8d1-41b4-a3d7-77517b4f073f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2R,5R,6R)-2-[(3S,5R,10S,13R,14R,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptanoic acid
• SMILES (Canonical): CC(C)C(CCC(C1CCC2C1(CC=C3C2=CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(=O)O)(C(C)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]([C@@](CC[C@H]([C@H]1CC[C@@H]2[C@@]1(CC=C3C2=CC[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)C(=O)O)(C(C)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C41H66O15/c1-19(2)41(52,20(3)53-37-34(48)32(46)30(44)28(17-42)55-37)15-11-24(36(50)51)26-9-8-25-23-7-6-21-16-22(10-13-39(21,4)27(23)12-14-40(25,26)5)54-38-35(49)33(47)31(45)29(18-43)56-38/h7,12,19-22,24-26,28-35,37-38,42-49,52H,6,8-11,13-18H2,1-5H3,(H,50,51)/t20-,21-,22+,24-,25+,26-,28-,29-,30-,31-,32+,33+,34-,35-,37-,38-,39+,40+,41-/m1/s1
• InChI Key: AVZXSMXBYXMDGT-YJYOWQHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₅
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.44017139 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8258	82.58%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	-	0.3515	35.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.6599	65.99%
P-glycoprotein inhibitior	+	0.7213	72.13%
P-glycoprotein substrate	+	0.5900	59.00%
CYP3A4 substrate	+	0.7204	72.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8911	89.11%
CYP3A4 inhibition	-	0.9446	94.46%
CYP2C9 inhibition	-	0.8769	87.69%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	+	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6051	60.51%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6709	67.09%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5691	56.91%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5454	54.54%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8464	84.64%
Androgen receptor binding	+	0.7328	73.28%
Thyroid receptor binding	-	0.5603	56.03%
Glucocorticoid receptor binding	+	0.6208	62.08%
Aromatase binding	+	0.6374	63.74%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.7154	71.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9477	94.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.74%	97.25%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	97.08%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.89%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.64%	94.62%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.91%	94.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	88.48%	94.97%
CHEMBL5255	O00206	Toll-like receptor 4	87.06%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.05%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.90%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.94%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.33%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.19%	100.00%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.48%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.41%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.16%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.29%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.06%	97.14%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.01%	96.37%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.98%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	80.97%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	80.69%	97.79%

Plants that contains it

• Decaneuropsis cumingiana

Cross-Links

• PubChem: 162842810
• LOTUS: LTS0077813
• wikiData: Q104919926