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

Details

• Internal ID: 2099df8d-624e-4b14-bd8a-db8b6b13dc61
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R,5R,6S)-6-[(3S,8S,9S,10R,13S,14S,16S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-2-methylheptoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)O)COC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@H](CC[C@H]([C@@H](C)[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@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)O)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C45H76O19/c1-19(18-59-41-38(57)35(54)32(51)28(15-46)61-41)5-8-26(49)20(2)31-27(50)14-25-23-7-6-21-13-22(9-11-44(21,3)24(23)10-12-45(25,31)4)60-43-40(37(56)34(53)30(17-48)63-43)64-42-39(58)36(55)33(52)29(16-47)62-42/h6,19-20,22-43,46-58H,5,7-18H2,1-4H3/t19-,20-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43-,44+,45+/m1/s1
• InChI Key: FBWFFFFKSSYPHP-YSHPOMBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₉
• Molecular Weight: 921.10 g/mol
• Exact Mass: 920.49808019 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.22
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 15

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	-	0.8867	88.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	0.8710	87.10%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.8307	83.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7281	72.81%
P-glycoprotein inhibitior	+	0.7359	73.59%
P-glycoprotein substrate	+	0.5888	58.88%
CYP3A4 substrate	+	0.7324	73.24%
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	+	0.6816	68.16%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9098	90.98%
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	+	0.8458	84.58%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7908	79.08%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8929	89.29%
Acute Oral Toxicity (c)	I	0.4859	48.59%
Estrogen receptor binding	+	0.8477	84.77%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	-	0.5225	52.25%
Glucocorticoid receptor binding	+	0.5701	57.01%
Aromatase binding	+	0.6698	66.98%
PPAR gamma	+	0.7561	75.61%
Honey bee toxicity	-	0.6834	68.34%
Biodegradation	-	0.6750	67.50%
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	98.82%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.65%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.99%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.66%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.97%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.81%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.87%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.27%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.57%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	86.96%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.68%	89.05%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.14%	94.08%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.80%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.19%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.77%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.18%	95.58%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.27%	97.29%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.12%	94.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.01%	95.50%

Plants that contains it

• Trillium erectum

Cross-Links

• PubChem: 162866350
• LOTUS: LTS0092894
• wikiData: Q104992981