[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8S,8aR,9S,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-formyl-8,11-dihydroxy-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: a27a0508-84c0-4495-97eb-be561246e77b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8S,8aR,9S,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-formyl-8,11-dihydroxy-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(C(C(OC2OC3C(CC4(C5CC=C6C7CC(CCC7(CCC6(C5(CC(C4C3(C)C=O)O)C)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)(C)C)C)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3[C@H](C[C@@]4([C@H]5CC=C6[C@@H]7CC(CC[C@@]7(CC[C@]6([C@@]5(C[C@@H]([C@H]4[C@]3(C)C=O)O)C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)(C)C)C)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H76O20/c1-20-28(54)31(57)34(60)39(63-20)66-36-33(59)30(56)26(18-50)65-41(36)67-38-24(53)15-44(4)27-9-8-21-22-14-43(2,3)10-12-48(22,42(62)68-40-35(61)32(58)29(55)25(17-49)64-40)13-11-46(21,6)47(27,7)16-23(52)37(44)45(38,5)19-51/h8,19-20,22-41,49-50,52-61H,9-18H2,1-7H3/t20-,22-,23-,24-,25+,26+,27+,28-,29+,30+,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,44+,45-,46+,47+,48-/m0/s1
• InChI Key: CVIZGIQOOQCMKQ-MWGLQMAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.71
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8864	88.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8601	86.01%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	-	0.5539	55.39%
CYP3A4 substrate	+	0.7100	71.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6482	64.82%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7814	78.14%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8142	81.42%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8125	81.25%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	-	0.5274	52.74%
Glucocorticoid receptor binding	+	0.7419	74.19%
Aromatase binding	+	0.6056	60.56%
PPAR gamma	+	0.8060	80.60%
Honey bee toxicity	-	0.6782	67.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.27%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.28%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.18%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.83%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.09%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.67%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.54%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.59%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.55%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.61%	96.90%

Plants that contains it

• Amaranthus caudatus

Cross-Links

• PubChem: 101918548
• LOTUS: LTS0276157
• wikiData: Q104970784