(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,8S,9S,10R,14S,16S,17R)-3-hydroxy-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-1-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 6eb77f90-d678-43f5-86dc-61ba737d800f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,8S,9S,10R,14S,16S,17R)-3-hydroxy-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-1-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)CCC(C(C)C1C(CC2C1(CCC3C2CC=C4C3(C(CC(C4)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@H]2C1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@@H](C[C@@H](C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)[C@H](CCC(C)C)O
• InChI: InChI=1S/C45H76O19/c1-18(2)6-9-25(49)19(3)31-26(60-42-39(57)36(54)33(51)28(16-47)62-42)14-24-22-8-7-20-12-21(48)13-30(45(20,5)23(22)10-11-44(24,31)4)64-43-40(58)37(55)34(52)29(63-43)17-59-41-38(56)35(53)32(50)27(15-46)61-41/h7,18-19,21-43,46-58H,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-,40-,41-,42-,43+,44?,45+/m1/s1
• InChI Key: QWFYIWMOQSYCBY-XIVDTOQUSA-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: -0.60
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 14

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	-	0.8875	88.75%
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	+	0.8853	88.53%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8165	81.65%
P-glycoprotein inhibitior	+	0.7233	72.33%
P-glycoprotein substrate	+	0.6064	60.64%
CYP3A4 substrate	+	0.7358	73.58%
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	+	0.7021	70.21%
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	-	0.9100	91.00%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7716	77.16%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6925	69.25%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8857	88.57%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8463	84.63%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	-	0.5597	55.97%
Glucocorticoid receptor binding	-	0.5236	52.36%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.6819	68.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL226	P30542	Adenosine A1 receptor	99.14%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.37%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.34%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	90.57%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.46%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.13%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	89.57%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.49%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.42%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.53%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.34%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.89%	94.45%
CHEMBL1871	P10275	Androgen Receptor	86.51%	96.43%
CHEMBL3401	O75469	Pregnane X receptor	85.91%	94.73%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.43%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.28%	97.56%
CHEMBL237	P41145	Kappa opioid receptor	82.34%	98.10%
CHEMBL4581	P52732	Kinesin-like protein 1	82.20%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.30%	96.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.81%	93.04%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.15%	99.00%

Plants that contains it

• Ornithogalum candicans

Cross-Links

• PubChem: 163194602
• LOTUS: LTS0027202
• wikiData: Q105229158