(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-hydroxyethyl]-3-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol

Details

• Internal ID: 83086eb8-1968-4ffb-8671-380cc9c39589
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-hydroxyethyl]-3-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CC(C6(C(CCC6(C5(CC=C4C3)O)O)(C(C)O)O)C)O)C)C)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@H]3CC[C@@]4([C@H]5C[C@H]([C@@]6([C@@](CC[C@@]6([C@@]5(CC=C4C3)O)O)([C@H](C)O)O)C)O)C)C)O)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C40H66O17/c1-18-33(57-35-32(47)31(46)30(45)25(17-41)55-35)23(43)14-28(52-18)56-34-19(2)53-29(15-24(34)51-6)54-22-8-9-36(4)21(13-22)7-10-39(49)26(36)16-27(44)37(5)38(48,20(3)42)11-12-40(37,39)50/h7,18-20,22-35,41-50H,8-17H2,1-6H3/t18-,19-,20+,22+,23+,24-,25-,26-,27-,28+,29+,30-,31+,32-,33-,34-,35-,36+,37-,38-,39+,40-/m1/s1
• InChI Key: HVLIQXHCLVEBCX-DYXSDMLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₁₇
• Molecular Weight: 818.90 g/mol
• Exact Mass: 818.43000063 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7744	77.44%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7521	75.21%
P-glycoprotein inhibitior	+	0.7354	73.54%
P-glycoprotein substrate	+	0.6942	69.42%
CYP3A4 substrate	+	0.7232	72.32%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.9392	93.92%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9047	90.47%
CYP2C8 inhibition	+	0.5646	56.46%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.5197	51.97%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7751	77.51%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9172	91.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9436	94.36%
Acute Oral Toxicity (c)	I	0.4578	45.78%
Estrogen receptor binding	+	0.8147	81.47%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	-	0.5476	54.76%
Glucocorticoid receptor binding	+	0.6629	66.29%
Aromatase binding	+	0.6444	64.44%
PPAR gamma	+	0.7628	76.28%
Honey bee toxicity	-	0.6218	62.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8564	85.64%

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	98.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.77%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.92%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.56%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.60%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.83%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.77%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.91%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.31%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.42%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.67%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.99%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.79%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.69%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.61%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.86%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.60%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.45%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.95%	85.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.92%	98.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.23%	95.71%

Plants that contains it

• Hemidesmus indicus

Cross-Links

• PubChem: 102446077
• LOTUS: LTS0013514
• wikiData: Q105034329