1-[(3S,8S,9R,10R,12R,13S,14R,17S)-8,12,14-trihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: c7621e52-001a-40bd-a786-bef63d3395ad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9R,10R,12R,13S,14R,17S)-8,12,14-trihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)C(=O)C)C)O)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@H](CC[C@@]5([C@@]4(CC=C3C2)O)O)C(=O)C)C)O)C)OC)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC)OC
• InChI: InChI=1S/C48H78O19/c1-22(50)28-12-15-48(56)46(28,6)34(51)20-33-45(5)13-11-27(16-26(45)10-14-47(33,48)55)63-35-17-29(57-7)41(23(2)60-35)65-36-18-30(58-8)42(24(3)61-36)66-37-19-31(59-9)43(25(4)62-37)67-44-40(54)39(53)38(52)32(21-49)64-44/h10,23-25,27-44,49,51-56H,11-21H2,1-9H3/t23-,24-,25-,27+,28-,29+,30+,31-,32-,33-,34-,35+,36+,37+,38-,39+,40-,41-,42-,43+,44+,45+,46+,47+,48-/m1/s1
• InChI Key: MGHGRUKKBHKYGL-GBHFXVSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₉
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.51373025 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8423	84.23%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.8463	84.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9728	97.28%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6527	65.27%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9146	91.46%
CYP2C8 inhibition	+	0.5754	57.54%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9062	90.62%
Skin irritation	+	0.5349	53.49%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7824	78.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7789	77.89%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7598	75.98%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8291	82.91%
Acute Oral Toxicity (c)	I	0.4045	40.45%
Estrogen receptor binding	+	0.8376	83.76%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.5732	57.32%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.8306	83.06%
Honey bee toxicity	-	0.6451	64.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.8970	89.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.06%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.55%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.44%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	87.21%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.17%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	85.54%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.29%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.01%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.50%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.19%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.60%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.28%	96.00%
CHEMBL5028	O14672	ADAM10	81.01%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.79%	95.50%

Plants that contains it

• Adonis amurensis

Cross-Links

• PubChem: 44818334
• LOTUS: LTS0051901
• wikiData: Q105163317