(2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-6-[(5'R,7S,9S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: db696c6d-098b-44f0-917e-28b1dd5b002f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-6-[(5'R,7S,9S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CCC2([C@H](C3C(O2)CC4[C@@]3(CCC5C4C[C@H]([C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C39H64O15/c1-16-5-8-39(49-15-16)17(2)28-25(54-39)10-20-18-9-22(42)21-11-24(23(43)12-38(21,4)19(18)6-7-37(20,28)3)50-35-33(48)31(46)34(27(14-41)52-35)53-36-32(47)30(45)29(44)26(13-40)51-36/h16-36,40-48H,5-15H2,1-4H3/t16-,17+,18?,19?,20?,21-,22-,23-,24-,25?,26-,27-,28?,29+,30+,31-,32-,33-,34-,35-,36-,37+,38-,39?/m1/s1
• InChI Key: DQLBLHWGFPEMQR-GUNHAYMDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₅
• Molecular Weight: 772.90 g/mol
• Exact Mass: 772.42452133 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.6887	68.87%
P-glycoprotein inhibitior	+	0.6985	69.85%
P-glycoprotein substrate	-	0.7713	77.13%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6243	62.43%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7343	73.43%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7542	75.42%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	-	0.6164	61.64%
Glucocorticoid receptor binding	-	0.5173	51.73%
Aromatase binding	+	0.6413	64.13%
PPAR gamma	+	0.6764	67.64%
Honey bee toxicity	-	0.5147	51.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	97.87%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.27%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.79%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.64%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.63%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.67%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.20%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.66%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	91.05%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.49%	92.86%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.60%	97.86%
CHEMBL5255	O00206	Toll-like receptor 4	86.94%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.53%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.18%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.90%	95.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.67%	89.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.38%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.15%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.96%	97.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.94%	95.58%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.46%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.31%	94.45%
CHEMBL233	P35372	Mu opioid receptor	83.10%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.20%	89.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.81%	99.17%
CHEMBL206	P03372	Estrogen receptor alpha	81.66%	97.64%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.03%	96.67%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.84%	92.32%
CHEMBL221	P23219	Cyclooxygenase-1	80.81%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.38%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.12%	95.83%

Plants that contains it

• Allium ampeloprasum

Cross-Links

• PubChem: 6325838
• NPASS: NPC18345