[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 4b35290f-e9ab-4edc-9629-3fa96b02b9cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5O)C)C)(C)CO)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CCC(C[C@H]4C6=CC[C@@H]7[C@]8(CC[C@@H]([C@@]([C@@H]8CC[C@]7([C@@]6(C[C@H]5O)C)C)(C)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)(C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C60H98O29/c1-23-34(66)38(70)43(75)50(81-23)87-47-28(20-63)84-49(46(78)42(47)74)80-21-29-37(69)40(72)45(77)52(85-29)89-54(79)60-15-14-55(2,3)16-25(60)24-8-9-31-56(4)12-11-33(57(5,22-64)30(56)10-13-58(31,6)59(24,7)17-32(60)65)86-53-48(41(73)36(68)27(19-62)83-53)88-51-44(76)39(71)35(67)26(18-61)82-51/h8,23,25-53,61-78H,9-22H2,1-7H3/t23-,25-,26+,27+,28+,29+,30+,31+,32+,33-,34-,35+,36+,37+,38+,39-,40-,41-,42+,43+,44+,45+,46+,47+,48+,49+,50-,51-,52-,53-,56-,57-,58+,59+,60+/m0/s1
• InChI Key: ALCYOPLMRWIJDE-FHYAMDQUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₈O₂₉
• Molecular Weight: 1283.40 g/mol
• Exact Mass: 1282.61937708 g/mol
• Topological Polar Surface Area (TPSA): 474.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -5.24
• H-Bond Acceptor: 29
• H-Bond Donor: 18
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8777	87.77%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8181	81.81%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8967	89.67%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	-	0.5173	51.73%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7343	73.43%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8724	87.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7494	74.94%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8636	86.36%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7782	77.82%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.6135	61.35%
Glucocorticoid receptor binding	+	0.7736	77.36%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.6721	67.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	97.69%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.74%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.12%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.70%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.80%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.03%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.92%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.75%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.98%	94.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.90%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.86%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.75%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.44%	93.04%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.71%	91.65%
CHEMBL3401	O75469	Pregnane X receptor	81.61%	94.73%
CHEMBL5028	O14672	ADAM10	80.52%	97.50%

Plants that contains it

• Caulophyllum thalictroides

Cross-Links

• PubChem: 101844613
• LOTUS: LTS0245962
• wikiData: Q104914013