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

Details

• Internal ID: d27eb45e-c484-4fe3-be99-17633d51b9df
• 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-2-(hydroxymethyl)-6-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)O)C)C)OC18CCC(CO8)(C)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=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)C)O[C@]18CC[C@](CO8)(C)O
• InChI: InChI=1S/C39H62O13/c1-18-27-25(52-39(18)13-12-36(3,46)17-47-39)15-24-22-7-6-20-14-21(8-10-37(20,4)23(22)9-11-38(24,27)5)49-35-32(45)30(43)33(26(16-40)50-35)51-34-31(44)29(42)28(41)19(2)48-34/h6,18-19,21-35,40-46H,7-17H2,1-5H3/t18-,19-,21-,22+,23-,24-,25-,26+,27-,28-,29+,30+,31+,32+,33+,34-,35+,36-,37-,38-,39+/m0/s1
• InChI Key: NIAXDPKRLMXOKV-HLAVLWPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₃
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.41904203 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	0.8710	87.10%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6356	63.56%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	+	0.5907	59.07%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7355	73.55%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9214	92.14%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8607	86.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6805	68.05%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8083	80.83%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8161	81.61%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	-	0.6222	62.22%
Glucocorticoid receptor binding	+	0.5906	59.06%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.5966	59.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.28%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.99%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.75%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.35%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.17%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.92%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.44%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.36%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.28%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.06%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.14%	96.90%
CHEMBL5028	O14672	ADAM10	80.56%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	80.40%	95.00%

Plants that contains it

• Dioscorea septemloba

Cross-Links

• PubChem: 24862011
• NPASS: NPC88767