[4-[5-[3,5-Dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl] 5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: d21c1204-8e0e-42e5-9ca6-4ae849a179cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4-[5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl] 5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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(COC(C2O)OC3C(OC(C(C3O)O)OC4C(COC(C4O)OC(=O)C56CCC(CC5C7=CCC8C9(CCC(C(C9CCC8(C7(CC6O)C)C)(C)CO)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C)O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3O)O)OC4C(COC(C4O)OC(=O)C56CCC(CC5C7=CCC8C9(CCC(C(C9CCC8(C7(CC6O)C)C)(C)CO)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C)O)C)O)O)O)O
• InChI: InChI=1S/C58H94O26/c1-23-34(64)36(66)39(69)49(77-23)82-45-27(61)20-75-47(42(45)72)81-44-24(2)78-50(41(71)38(44)68)83-46-28(62)21-76-48(43(46)73)84-52(74)58-16-15-53(3,4)17-26(58)25-9-10-31-54(5)13-12-33(80-51-40(70)37(67)35(65)29(19-59)79-51)55(6,22-60)30(54)11-14-56(31,7)57(25,8)18-32(58)63/h9,23-24,26-51,59-73H,10-22H2,1-8H3
• InChI Key: XHXVETWGIGBJGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₆
• Molecular Weight: 1207.30 g/mol
• Exact Mass: 1206.60333310 g/mol
• Topological Polar Surface Area (TPSA): 413.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.93
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 12

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	-	0.8767	87.67%
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	-	0.4445	44.45%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9405	94.05%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5419	54.19%
CYP3A4 substrate	+	0.7401	74.01%
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	+	0.7226	72.26%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
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	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8879	88.79%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7937	79.37%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.6139	61.39%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	+	0.8287	82.87%
Honey bee toxicity	-	0.6807	68.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5150	51.50%
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	97.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.83%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.51%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.28%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.03%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.81%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.39%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.75%	100.00%
CHEMBL5028	O14672	ADAM10	84.03%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.28%	86.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.98%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.66%	96.77%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.45%	91.65%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.59%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.38%	96.61%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.13%	89.67%

Plants that contains it

• Lippia alba

Cross-Links

• PubChem: 162988177
• LOTUS: LTS0180369
• wikiData: Q105328365