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

Details

• Internal ID: e6e6117d-9bde-4c8c-953d-3ba57f928bc5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)CCC(C(C)C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)[C@H](CCC(C)C)O
• InChI: InChI=1S/C39H66O13/c1-18(2)6-9-25(42)19(3)29-26(50-37-35(48)33(46)31(44)28(17-41)52-37)15-24-22-8-7-20-14-21(10-12-38(20,4)23(22)11-13-39(24,29)5)49-36-34(47)32(45)30(43)27(16-40)51-36/h7,18-19,21-37,40-48H,6,8-17H2,1-5H3/t19-,21+,22-,23+,24+,25+,26+,27-,28-,29+,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+/m1/s1
• InChI Key: QOAMLEXTNGMRLG-MJCFYWFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₃
• Molecular Weight: 742.90 g/mol
• Exact Mass: 742.45034216 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7549	75.49%
P-glycoprotein inhibitior	+	0.6911	69.11%
P-glycoprotein substrate	+	0.5444	54.44%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.6364	63.64%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.8624	86.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7227	72.27%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7783	77.83%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9298	92.98%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.7570	75.70%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	-	0.5842	58.42%
Glucocorticoid receptor binding	-	0.5584	55.84%
Aromatase binding	+	0.6259	62.59%
PPAR gamma	+	0.6628	66.28%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	99.25%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.68%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.00%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.04%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.66%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	89.68%	98.10%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.68%	94.08%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.56%	98.05%
CHEMBL2996	Q05655	Protein kinase C delta	89.54%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.67%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.17%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.08%	89.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.98%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.91%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.91%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.79%	94.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.22%	90.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.09%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.36%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	80.18%	94.73%

Plants that contains it

• Ruscus hypophyllum

Cross-Links

• PubChem: 101847657
• LOTUS: LTS0240900
• wikiData: Q105224763