(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[(2R,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19S)-18,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-ene-6,2'-oxane]-16-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: a1d2c2a9-ad10-4afe-8c40-329c83375a5d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[(2R,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19S)-18,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-ene-6,2'-oxane]-16-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4=CC(C6(C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)O)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5C4=C[C@@H]([C@@]6([C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)O)O)C)C)OC1
• InChI: InChI=1S/C45H72O19/c1-18-6-11-45(57-17-18)19(2)29-25(64-45)13-24-22-12-28(48)44(56)14-21(7-10-43(44,5)23(22)8-9-42(24,29)4)59-41-38(63-39-35(54)33(52)30(49)20(3)58-39)37(32(51)27(16-47)61-41)62-40-36(55)34(53)31(50)26(15-46)60-40/h12,18-21,23-41,46-56H,6-11,13-17H2,1-5H3/t18-,19+,20+,21+,23+,24+,25+,26-,27-,28+,29+,30+,31-,32-,33-,34+,35-,36-,37+,38-,39+,40+,41-,42+,43-,44+,45-/m1/s1
• InChI Key: UKLCVFZBHQQOHJ-XDCKBGRWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₉
• Molecular Weight: 917.00 g/mol
• Exact Mass: 916.46678006 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

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	-	0.8893	88.93%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8224	82.24%
P-glycoprotein inhibitior	+	0.7273	72.73%
P-glycoprotein substrate	+	0.5230	52.30%
CYP3A4 substrate	+	0.7325	73.25%
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	+	0.7128	71.28%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9111	91.11%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7845	78.45%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8834	88.34%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8094	80.94%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8127	81.27%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	-	0.4646	46.46%
Aromatase binding	+	0.6652	66.52%
PPAR gamma	+	0.7439	74.39%
Honey bee toxicity	-	0.6319	63.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.89%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.90%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.48%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.10%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.20%	94.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.90%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.89%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.74%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.34%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.98%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.99%	92.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.95%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.70%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.96%	97.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.16%	97.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.36%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.31%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.05%	94.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.99%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.25%	100.00%

Plants that contains it

• Paris mairei

Cross-Links

• PubChem: 163033818
• LOTUS: LTS0085397
• wikiData: Q105274649