(2S,3R,4S,5R)-2-[(2R,3S,4S,6S)-6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxyoxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 2ce221fb-d8d1-4fb9-9683-39e7bf52faa2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[(2R,3S,4S,6S)-6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxyoxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)O)C(C)O)C)C)O)OC6C(C(C(CO6)OC7CC(C(C(O7)C)OC8C(C(C(CO8)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC=C3C2)O)[C@H](C)O)C)C)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O
• InChI: InChI=1S/C43H70O17/c1-19(44)24-10-13-43(52)26-7-6-22-14-23(8-11-41(22,4)25(26)9-12-42(24,43)5)57-31-15-27(45)37(20(2)55-31)60-40-36(51)34(49)30(18-54-40)58-32-16-28(46)38(21(3)56-32)59-39-35(50)33(48)29(47)17-53-39/h6,19-21,23-40,44-52H,7-18H2,1-5H3/t19-,20+,21+,23-,24+,25-,26+,27-,28-,29+,30+,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41-,42+,43-/m0/s1
• InChI Key: ZJBATKZKHODPAX-GSTJRMSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₇
• Molecular Weight: 859.00 g/mol
• Exact Mass: 858.46130076 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7875	78.75%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7195	71.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7563	75.63%
P-glycoprotein inhibitior	+	0.7325	73.25%
P-glycoprotein substrate	+	0.7053	70.53%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	0.7878	78.78%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.9732	97.32%
CYP2C9 inhibition	-	0.9268	92.68%
CYP2C19 inhibition	-	0.9293	92.93%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	+	0.6138	61.38%
CYP inhibitory promiscuity	-	0.9636	96.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5637	56.37%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.5366	53.66%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8027	80.27%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7070	70.70%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9236	92.36%
Acute Oral Toxicity (c)	I	0.4084	40.84%
Estrogen receptor binding	+	0.8644	86.44%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.5488	54.88%
Glucocorticoid receptor binding	+	0.6377	63.77%
Aromatase binding	+	0.6870	68.70%
PPAR gamma	+	0.7759	77.59%
Honey bee toxicity	-	0.6645	66.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9404	94.04%

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	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.93%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.02%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.58%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.49%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.35%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.37%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.49%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.45%	97.33%
CHEMBL4208	P20618	Proteasome component C5	86.97%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.99%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.70%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.59%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.31%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.78%	96.47%
CHEMBL4072	P07858	Cathepsin B	83.64%	93.67%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.09%	90.24%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.86%	98.05%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.37%	92.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.18%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.80%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.41%	91.03%
CHEMBL5028	O14672	ADAM10	80.20%	97.50%

Plants that contains it

• Hemidesmus indicus

Cross-Links

• PubChem: 102446079
• LOTUS: LTS0253762
• wikiData: Q105377754