(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,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-3,4,5-triol

Details

• Internal ID: ae860fca-6bc8-4d7d-ac9f-42a673d1a7d3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,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-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)O)C(C)O)C)C)O)OC)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([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(C)O)C)C)O)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O
• InChI: InChI=1S/C40H66O17/c1-17(42)21-10-13-40(50)23-7-6-19-14-20(8-11-38(19,3)22(23)9-12-39(21,40)4)54-37-32(49)34(51-5)33(18(2)53-37)57-36-31(48)29(46)27(44)25(56-36)16-52-35-30(47)28(45)26(43)24(15-41)55-35/h6,17-18,20-37,41-50H,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+/m1/s1
• InChI Key: MMDTYTBWCHSSBS-YHLNJBGQSA-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: -1.40
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6883	68.83%
Caco-2	-	0.8920	89.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6871	68.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.8726	87.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6763	67.63%
P-glycoprotein inhibitior	+	0.7094	70.94%
P-glycoprotein substrate	+	0.6080	60.80%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.6599	65.99%
CYP inhibitory promiscuity	-	0.9551	95.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.5781	57.81%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7879	78.79%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9142	91.42%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9000	90.00%
Acute Oral Toxicity (c)	I	0.4817	48.17%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	-	0.5945	59.45%
Glucocorticoid receptor binding	+	0.6153	61.53%
Aromatase binding	+	0.6793	67.93%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.6877	68.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8242	82.42%

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	99.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.16%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.55%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.93%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.51%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.35%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.68%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.60%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.23%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.32%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.31%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.26%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.09%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.57%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.11%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.05%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101063676
• LOTUS: LTS0256528
• wikiData: Q105167649