[(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] benzoate

Details

• Internal ID: ac14d160-2a66-4461-8582-99b0797933d8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] benzoate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC(=O)C2=CC=CC=C2)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)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]5[C@H]4C[C@H]([C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)OC(=O)C2=CC=CC=C2)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C57H86O25/c1-23-10-13-57(73-21-23)24(2)38-33(82-57)15-28-26-14-30(61)29-16-32(31(62)17-56(29,4)27(26)11-12-55(28,38)3)75-52-46(70)43(67)47(36(20-60)78-52)79-54-49(81-53-45(69)42(66)39(63)34(18-58)76-53)48(41(65)35(19-59)77-54)80-51-44(68)40(64)37(22-72-51)74-50(71)25-8-6-5-7-9-25/h5-9,23-24,26-49,51-54,58-70H,10-22H2,1-4H3/t23-,24-,26+,27-,28-,29+,30+,31+,32+,33-,34+,35+,36+,37+,38-,39+,40-,41+,42-,43+,44+,45+,46+,47-,48-,49+,51-,52+,53-,54-,55-,56+,57+/m0/s1
• InChI Key: AYCHQBWMWFEPIH-OFCMAOEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₆O₂₅
• Molecular Weight: 1171.30 g/mol
• Exact Mass: 1170.54581822 g/mol
• Topological Polar Surface Area (TPSA): 382.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.46
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6588	65.88%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7234	72.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8983	89.83%
P-glycoprotein inhibitior	+	0.7377	73.77%
P-glycoprotein substrate	+	0.5593	55.93%
CYP3A4 substrate	+	0.7575	75.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8507	85.07%
CYP2C9 inhibition	-	0.9158	91.58%
CYP2C19 inhibition	-	0.8917	89.17%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	+	0.8130	81.30%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7870	78.70%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8918	89.18%
Acute Oral Toxicity (c)	I	0.6799	67.99%
Estrogen receptor binding	+	0.8394	83.94%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	+	0.5816	58.16%
Glucocorticoid receptor binding	+	0.7347	73.47%
Aromatase binding	+	0.5859	58.59%
PPAR gamma	+	0.8243	82.43%
Honey bee toxicity	-	0.5830	58.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9174	91.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.75%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.33%	94.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.82%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.74%	96.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.89%	83.00%
CHEMBL5028	O14672	ADAM10	86.44%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.24%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.21%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.12%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.73%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.48%	99.23%

Plants that contains it

• Allium schubertii

Cross-Links

• PubChem: 162957161
• LOTUS: LTS0006716
• wikiData: Q104920966