(2R,3R,4S,5S,6R)-2-[4-[(1R,2S,3S,4R,6R,7S,8R,9S,12S,13R,15R,16R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,15-dihydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 23a437dd-da5b-49b2-9372-c1b59752f943
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[4-[(1R,2S,3S,4R,6R,7S,8R,9S,12S,13R,15R,16R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,15-dihydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(C(C3C2(CCC4C3CC=C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)O)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H]([C@H]([C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(C[C@H]([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)CO)O)O)O)O)O)O)C)C)O)O[C@@]1(CCC(C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C46H76O21/c1-18(17-61-41-36(57)33(54)30(51)25(14-47)63-41)8-11-46(60-5)19(2)28-40(67-46)32(53)29-21-7-6-20-12-24(23(50)13-45(20,4)22(21)9-10-44(28,29)3)62-42-38(59)35(56)39(27(16-49)65-42)66-43-37(58)34(55)31(52)26(15-48)64-43/h6,18-19,21-43,47-59H,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-,40+,41+,42+,43-,44+,45-,46+/m0/s1
• InChI Key: QMNINOGDSJIPEQ-XYQITEELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₂₁
• Molecular Weight: 965.10 g/mol
• Exact Mass: 964.48790943 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.26
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7474	74.74%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8077	80.77%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.6640	66.40%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9441	94.41%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.7036	70.36%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5094	50.94%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.9078	90.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8364	83.64%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7260	72.60%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7976	79.76%
Acute Oral Toxicity (c)	I	0.5855	58.55%
Estrogen receptor binding	+	0.8611	86.11%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	-	0.5257	52.57%
Glucocorticoid receptor binding	+	0.6281	62.81%
Aromatase binding	+	0.6998	69.98%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.5870	58.70%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8517	85.17%

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	98.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.57%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	91.83%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.83%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.47%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.46%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.74%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	90.64%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.57%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.35%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.33%	94.08%
CHEMBL4581	P52732	Kinesin-like protein 1	87.76%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.99%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.98%	90.17%
CHEMBL1871	P10275	Androgen Receptor	83.93%	96.43%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.59%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.62%	97.14%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.60%	94.97%
CHEMBL5255	O00206	Toll-like receptor 4	81.32%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	81.30%	98.10%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.22%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.94%	96.00%

Plants that contains it

• Cestrum diurnum

Cross-Links

• PubChem: 101851850
• LOTUS: LTS0187138
• wikiData: Q105224072