(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-16-hydroxy-17-[(2S,3S,6R)-3-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: cf626649-0ac0-490b-8870-09481c457537
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-16-hydroxy-17-[(2S,3S,6R)-3-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC(C7C(C)C(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@H]([C@@H]6CC=C5C4)C[C@@H]([C@@H]7[C@H](C)[C@H](CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H86O22/c1-20(19-66-46-40(62)39(61)36(58)31(17-52)70-46)7-10-29(54)21(2)33-30(55)16-28-26-9-8-24-15-25(11-13-50(24,5)27(26)12-14-51(28,33)6)69-49-45(73-48-42(64)38(60)35(57)23(4)68-48)43(65)44(32(18-53)71-49)72-47-41(63)37(59)34(56)22(3)67-47/h8,20-23,25-49,52-65H,7,9-19H2,1-6H3/t20-,21-,22+,23+,25+,26-,27+,28+,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49-,50+,51+/m1/s1
• InChI Key: UIJYIIRTEBWYSW-XNKXKKALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₆O₂₂
• Molecular Weight: 1051.20 g/mol
• Exact Mass: 1050.56107437 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.35
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6996	69.96%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.8307	83.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8280	82.80%
P-glycoprotein inhibitior	+	0.7395	73.95%
P-glycoprotein substrate	+	0.6517	65.17%
CYP3A4 substrate	+	0.7369	73.69%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9276	92.76%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.7253	72.53%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.9278	92.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8242	82.42%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9499	94.99%
Acute Oral Toxicity (c)	I	0.4859	48.59%
Estrogen receptor binding	+	0.8663	86.63%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	+	0.6918	69.18%
PPAR gamma	+	0.7931	79.31%
Honey bee toxicity	-	0.6510	65.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9013	90.13%

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	99.42%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	99.01%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.86%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.70%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.23%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.11%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.93%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.91%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.87%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.54%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.45%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.12%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.73%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.77%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.63%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.25%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.55%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.46%	90.08%
CHEMBL2996	Q05655	Protein kinase C delta	80.72%	97.79%
CHEMBL237	P41145	Kappa opioid receptor	80.42%	98.10%

Plants that contains it

• Solanum anguivi

Cross-Links

• PubChem: 162912107
• LOTUS: LTS0033405
• wikiData: Q105273413