(1S,2S,4S,6S,7S,8R,9S,12S,13R,14S,15S,16R)-7,9,13-trimethyl-14-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,15,16-triol

Details

• Internal ID: 1c1de79e-67ca-443f-9d01-dcdf5cb5815a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,6S,7S,8R,9S,12S,13R,14S,15S,16R)-7,9,13-trimethyl-14-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,15,16-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(C(C(C5)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)OC1(CCC(=C)COC7C(C(C(C(O7)CO)O)O)O)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([C@@H]([C@H]([C@@H](C5)O)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)C)C)O[C@]1(CCC(=C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C39H62O16/c1-16(15-51-35-32(48)30(46)28(44)24(13-40)52-35)7-10-39(50)17(2)26-23(55-39)12-21-19-6-5-18-11-22(42)27(43)34(38(18,4)20(19)8-9-37(21,26)3)54-36-33(49)31(47)29(45)25(14-41)53-36/h5,17,19-36,40-50H,1,6-15H2,2-4H3/t17-,19+,20-,21-,22+,23-,24+,25+,26-,27-,28+,29-,30-,31-,32+,33+,34+,35+,36-,37-,38-,39-/m0/s1
• InChI Key: ZWOSDUMMCKFQCW-XLBLINCQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₆
• Molecular Weight: 786.90 g/mol
• Exact Mass: 786.40378589 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7345	73.45%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8694	86.94%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5633	56.33%
P-glycoprotein inhibitior	+	0.7124	71.24%
P-glycoprotein substrate	+	0.6012	60.12%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.7483	74.83%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9142	91.42%
Skin irritation	+	0.5100	51.00%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7479	74.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.8028	80.28%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7625	76.25%
Acute Oral Toxicity (c)	I	0.5214	52.14%
Estrogen receptor binding	+	0.7851	78.51%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	-	0.6199	61.99%
Glucocorticoid receptor binding	+	0.5377	53.77%
Aromatase binding	+	0.6750	67.50%
PPAR gamma	+	0.7129	71.29%
Honey bee toxicity	-	0.6340	63.40%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	98.21%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.61%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.15%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.15%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.26%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.03%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	90.42%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.57%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	89.30%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	89.10%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.47%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.82%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.63%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	85.53%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.43%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.40%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.69%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.35%	89.00%
CHEMBL1871	P10275	Androgen Receptor	82.30%	96.43%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.29%	95.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.91%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%

Plants that contains it

• Maianthemum atropurpureum

Cross-Links

• PubChem: 163016689
• LOTUS: LTS0139226
• wikiData: Q105385086