[(3S,4aS,6aR,6bS,8aR,12S,12aR,14aR,14bR)-12-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,6-trihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 5d10e06f-0787-47c4-9fc9-1e2548c37b69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aS,6aR,6bS,8aR,12S,12aR,14aR,14bR)-12-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3,4,6-trihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C6C(C(C(C(O6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)C2C1O)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@@H]4[C@@H](C(CC5)(C)C)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)OC(=O)[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O
• InChI: InChI=1S/C48H76O20/c1-43(2)14-16-48(42(62)68-41-34(58)30(54)28(52)22(19-50)64-41)17-15-46(6)20(26(48)37(43)59)8-9-24-45(5)12-11-25(44(3,4)23(45)10-13-47(24,46)7)65-38(60)35-31(55)32(56)36(39(61)66-35)67-40-33(57)29(53)27(51)21(18-49)63-40/h8,21-37,39-41,49-59,61H,9-19H2,1-7H3/t21-,22-,23-,24-,25+,26+,27+,28-,29+,30+,31+,32+,33-,34-,35+,36-,37+,39-,40+,41+,45+,46-,47-,48+/m1/s1
• InChI Key: DVSDRAHJVWLBNP-BMSKBYELSA-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: 1.20
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7599	75.99%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.7852	78.52%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	-	0.6896	68.96%
CYP3A4 substrate	+	0.7304	73.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7371	73.71%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7493	74.93%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7355	73.55%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	-	0.5072	50.72%
Glucocorticoid receptor binding	+	0.7502	75.02%
Aromatase binding	+	0.5882	58.82%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.6783	67.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.22%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.01%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.27%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	87.50%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.42%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.68%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	84.97%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.89%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.88%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.55%	95.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.27%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.26%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.04%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.79%	94.00%
CHEMBL5028	O14672	ADAM10	80.09%	97.50%

Plants that contains it

• Ilex rotunda

Cross-Links

• PubChem: 162922160
• LOTUS: LTS0067411
• wikiData: Q104990324