3-[4-Hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-10,13-dimethyl-17-[6-methyl-3-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one

Details

• Internal ID: 29c913e7-65b0-4632-8e15-8934956a8101
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-10,13-dimethyl-17-[6-methyl-3-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC(=O)C7C(C)C(=O)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC(=O)C7C(C)C(=O)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H82O22/c1-20(19-66-46-40(62)39(61)36(58)31(17-52)70-46)7-10-29(54)21(2)33-30(55)16-28-26-9-8-24-15-25(11-13-50(24,5)27(26)12-14-51(28,33)6)69-49-45(73-48-42(64)38(60)35(57)23(4)68-48)43(65)44(32(18-53)71-49)72-47-41(63)37(59)34(56)22(3)67-47/h8,20-23,25-28,31-49,52-53,56-65H,7,9-19H2,1-6H3
• InChI Key: QFMVSVJHRRWVEX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₂
• Molecular Weight: 1047.20 g/mol
• Exact Mass: 1046.52977424 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.93
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7135	71.35%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.7884	78.84%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.8506	85.06%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6516	65.16%
CYP3A4 substrate	+	0.7506	75.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6621	66.21%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9035	90.35%
Skin irritation	+	0.4910	49.10%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7810	78.10%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9279	92.79%
Acute Oral Toxicity (c)	III	0.5730	57.30%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.8084	80.84%
Honey bee toxicity	-	0.6663	66.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.55%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.41%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.67%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	88.97%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	88.57%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	88.07%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.58%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.50%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	84.40%	98.10%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.92%	93.04%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.92%	98.46%
CHEMBL4581	P52732	Kinesin-like protein 1	81.79%	93.18%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.74%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.25%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.81%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.18%	96.00%

Plants that contains it

• Clintonia udensis
• Solanum anguivi
• Solanum viarum

Cross-Links

• PubChem: 85320529
• LOTUS: LTS0018391
• wikiData: Q105219658