(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,20S)-20-hydroxy-5'-(hydroxymethyl)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 22ac1ba3-fe94-42bf-bcc1-63015fd88117
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,20S)-20-hydroxy-5'-(hydroxymethyl)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3C(C=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)O)C)O)C)OC18CCC(CO8)(C)CO
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@@H](C=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)C)O)C)O[C@]18CC[C@](CO8)(C)CO
• InChI: InChI=1S/C40H64O14/c1-18-28-25(54-40(18)11-10-37(3,16-42)17-49-40)14-23-27-22(7-9-39(23,28)5)38(4)8-6-21(12-20(38)13-24(27)43)51-36-33(48)31(46)34(26(15-41)52-36)53-35-32(47)30(45)29(44)19(2)50-35/h13,18-19,21-36,41-48H,6-12,14-17H2,1-5H3/t18-,19-,21-,22-,23-,24+,25-,26+,27+,28-,29-,30+,31+,32+,33+,34+,35-,36+,37+,38-,39-,40+/m0/s1
• InChI Key: HCLGODFTDIEOAX-NKDIVMDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₄
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6781	67.81%
P-glycoprotein inhibitior	+	0.7247	72.47%
P-glycoprotein substrate	+	0.5462	54.62%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7357	73.57%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.7895	78.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7379	73.79%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7286	72.86%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.8426	84.26%
Androgen receptor binding	+	0.6931	69.31%
Thyroid receptor binding	-	0.5968	59.68%
Glucocorticoid receptor binding	+	0.5957	59.57%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	+	0.7460	74.60%
Honey bee toxicity	-	0.5886	58.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	98.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.57%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.19%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	94.16%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.04%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.54%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.37%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.25%	86.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.33%	94.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.38%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.40%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.79%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.57%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.34%	97.36%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.90%	98.99%
CHEMBL237	P41145	Kappa opioid receptor	81.83%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.69%	92.86%
CHEMBL5028	O14672	ADAM10	81.34%	97.50%
CHEMBL233	P35372	Mu opioid receptor	81.14%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.73%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.24%	95.89%

Plants that contains it

• Dioscorea septemloba

Cross-Links

• PubChem: 101855149
• NPASS: NPC165848