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

Details

• Internal ID: 8f84818a-54d6-4e8a-94f5-07439b8e778d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3S,5S)-6-(hydroxymethyl)-2-[[(3S,5S,6R)-3,4,5,6-tetrahydroxy-6-[(3S,5S,6R)-5-hydroxy-6-[[(3S,10R,13R,14S,17S)-14-hydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxyoxan-2-yl]methoxy]oxane-2,3,4,5-tetrol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)O)C(C)O)C)C)O)OC)OC6(C(C(C(C(O6)COC7(C(C(C(C(O7)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1[C@@H](C([C@@H]([C@@H](O1)O[C@H]2CC[C@@]3(C4CC[C@@]5([C@H](CC[C@@]5(C4CC=C3C2)O)C(C)O)C)C)O)OC)O[C@]6([C@H](C([C@@H](C(O6)CO[C@]7([C@H](C([C@@H](C(O7)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H66O19/c1-17(42)21-10-13-38(50)23-7-6-19-14-20(8-11-36(19,3)22(23)9-12-37(21,38)4)56-35-30(47)32(53-5)31(18(2)55-35)59-40(52)34(49)29(46)27(44)25(58-40)16-54-39(51)33(48)28(45)26(43)24(15-41)57-39/h6,17-18,20-35,41-52H,7-16H2,1-5H3/t17?,18?,20-,21+,22?,23?,24?,25?,26+,27+,28?,29?,30-,31-,32?,33-,34-,35-,36-,37+,38-,39-,40+/m0/s1
• InChI Key: FVYUMHYDEYGDON-UBZNGCPHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₁₉
• Molecular Weight: 850.90 g/mol
• Exact Mass: 850.41982987 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7715	77.15%
Caco-2	-	0.8856	88.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6959	69.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.8826	88.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6516	65.16%
P-glycoprotein inhibitior	+	0.7290	72.90%
P-glycoprotein substrate	+	0.6924	69.24%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	-	0.9339	93.39%
CYP2C9 inhibition	-	0.8944	89.44%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	+	0.7154	71.54%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.6300	63.00%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8062	80.62%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9059	90.59%
Acute Oral Toxicity (c)	I	0.3909	39.09%
Estrogen receptor binding	+	0.8310	83.10%
Androgen receptor binding	+	0.7720	77.20%
Thyroid receptor binding	-	0.5462	54.62%
Glucocorticoid receptor binding	+	0.6546	65.46%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.7541	75.41%
Honey bee toxicity	-	0.6794	67.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8636	86.36%

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	99.38%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.87%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.70%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.61%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.70%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.67%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	89.93%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.93%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.88%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.97%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.40%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.00%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.10%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.01%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.62%	93.04%
CHEMBL5028	O14672	ADAM10	82.30%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.21%	96.21%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.12%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162817516
• LOTUS: LTS0090559
• wikiData: Q105105648