(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,6-dihydroxy-6-methyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: 7e18e058-157b-4f73-badd-9fb78018bed8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,6-dihydroxy-6-methyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC12CCC3C(=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)OC6C(C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O[C@@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C39H64O17/c1-35(2,50)9-8-26(56-34-32(49)30(47)28(45)24(16-41)55-34)38(5,51)25-7-11-39(52)18-12-20(42)19-13-22(53-33-31(48)29(46)27(44)23(15-40)54-33)21(43)14-36(19,3)17(18)6-10-37(25,39)4/h12,17,19,21-34,40-41,43-52H,6-11,13-16H2,1-5H3/t17-,19-,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-,34+,36+,37+,38+,39+/m0/s1
• InChI Key: YVHRNKWYKHUPFK-FZQOZLHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₇
• Molecular Weight: 804.90 g/mol
• Exact Mass: 804.41435057 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.50
• H-Bond Acceptor: 17
• H-Bond Donor: 12
• Rotatable Bonds: 11

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	-	0.8759	87.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	-	0.3515	35.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.7387	73.87%
P-glycoprotein inhibitior	+	0.7264	72.64%
P-glycoprotein substrate	+	0.5423	54.23%
CYP3A4 substrate	+	0.7321	73.21%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
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	+	0.5980	59.80%
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	-	0.9108	91.08%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6876	68.76%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5004	50.04%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7173	71.73%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.7808	78.08%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	-	0.5613	56.13%
Glucocorticoid receptor binding	+	0.6010	60.10%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.7125	71.25%
Honey bee toxicity	-	0.6917	69.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.32%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.35%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.16%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.59%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.25%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	91.51%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.41%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.14%	96.21%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.17%	85.94%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.17%	94.23%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.42%	94.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.39%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	86.58%	95.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.52%	97.28%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.83%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.52%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.41%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.27%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.06%	91.07%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.96%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.73%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.85%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.91%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.68%	97.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.66%	91.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.64%	95.50%
CHEMBL4581	P52732	Kinesin-like protein 1	80.17%	93.18%

Plants that contains it

• Silene brahuica

Cross-Links

• PubChem: 152743330
• LOTUS: LTS0055111
• wikiData: Q105365369