(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(16S,18R)-3,6-dihydroxy-7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6c4dcbfa-fc98-4b00-9417-f01665115800
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(16S,18R)-3,6-dihydroxy-7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(C(C3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)OC1(CCC(C)C)O
• SMILES (Isomeric): CC1C2C(C(C3C2(CCC4C3CC[C@H]5C4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)C)C)O)OC1(CCC(C)C)O
• InChI: InChI=1S/C39H66O14/c1-17(2)8-13-39(48)18(3)25-33(53-39)29(44)26-21-7-6-19-14-20(9-11-37(19,4)22(21)10-12-38(25,26)5)49-36-34(31(46)28(43)24(16-41)51-36)52-35-32(47)30(45)27(42)23(15-40)50-35/h17-36,40-48H,6-16H2,1-5H3/t18?,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: ZNTKLBZCLHHWHW-FIOFXXAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₄
• Molecular Weight: 758.90 g/mol
• Exact Mass: 758.44525677 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5525	55.25%
Caco-2	-	0.8832	88.32%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6798	67.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8313	83.13%
P-glycoprotein inhibitior	+	0.7074	70.74%
P-glycoprotein substrate	-	0.5193	51.93%
CYP3A4 substrate	+	0.7411	74.11%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.9396	93.96%
CYP2C9 inhibition	-	0.8919	89.19%
CYP2C19 inhibition	-	0.8917	89.17%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9245	92.45%
CYP2C8 inhibition	+	0.4862	48.62%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6219	62.19%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.6952	69.52%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7197	71.97%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7252	72.52%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8567	85.67%
Acute Oral Toxicity (c)	I	0.7702	77.02%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	+	0.6326	63.26%
Thyroid receptor binding	-	0.5979	59.79%
Glucocorticoid receptor binding	-	0.5232	52.32%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	+	0.6708	67.08%
Honey bee toxicity	-	0.6230	62.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8089	80.89%

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	97.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.84%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.47%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	95.45%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.12%	97.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.99%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	91.57%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.18%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.17%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.07%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.55%	96.21%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.25%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.74%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.90%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.41%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.45%	96.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.99%	93.56%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.12%	95.36%
CHEMBL233	P35372	Mu opioid receptor	85.18%	97.93%
CHEMBL4581	P52732	Kinesin-like protein 1	84.62%	93.18%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.42%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.38%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.43%	97.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.35%	98.46%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.33%	96.77%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.04%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.87%	100.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.48%	96.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.16%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.88%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.10%	99.17%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 24884083
• NPASS: NPC61937