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

Details

• Internal ID: 7316c508-124e-411b-b038-7d65e1b7e3f0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,5R,9R,10R,13R,14R,17S)-2-hydroxy-10,13,14-trimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• InChI: InChI=1S/C40H66O16/c1-36(2,51)10-9-27(44)40(6,52)26-8-12-38(4)19-13-21(42)20-14-23(22(43)15-37(20,3)18(19)7-11-39(26,38)5)54-35-33(50)31(48)29(46)25(56-35)17-53-34-32(49)30(47)28(45)24(16-41)55-34/h13,18,20,22-35,41,43-52H,7-12,14-17H2,1-6H3/t18-,20-,22-,23+,24+,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,37+,38-,39+,40+/m0/s1
• InChI Key: ZFSPRCFKXYXHBM-BJQOLJAVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₁₆
• Molecular Weight: 802.90 g/mol
• Exact Mass: 802.43508601 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• 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	-	0.8849	88.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	-	0.3515	35.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8678	86.78%
P-glycoprotein inhibitior	+	0.7211	72.11%
P-glycoprotein substrate	+	0.5662	56.62%
CYP3A4 substrate	+	0.7296	72.96%
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	+	0.6420	64.20%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6051	60.51%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7647	76.47%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5379	53.79%
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	-	0.7389	73.89%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8339	83.39%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	-	0.5758	57.58%
Glucocorticoid receptor binding	+	0.6600	66.00%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.6897	68.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.24%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.83%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.16%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	94.67%	94.78%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.84%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	92.79%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.27%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.07%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.76%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.11%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.98%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.66%	94.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.53%	97.14%
CHEMBL4581	P52732	Kinesin-like protein 1	84.64%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.05%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.62%	95.50%
CHEMBL1871	P10275	Androgen Receptor	83.46%	96.43%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.35%	85.94%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.03%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	82.78%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.59%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.54%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.44%	96.90%
CHEMBL259	P32245	Melanocortin receptor 4	82.39%	95.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.85%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.53%	97.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.22%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	80.99%	92.50%

Plants that contains it

• Silene tatarica

Cross-Links

• PubChem: 162947913
• LOTUS: LTS0107968
• wikiData: Q105374654