[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 16-acetyloxy-10-hydroxy-2-(hydroxymethyl)-9,13,17-trimethyl-7-(4-methyl-2-oxopent-3-enyl)-6-oxo-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-ene-17-carboxylate

Details

• Internal ID: 49e1b3b7-2290-4e10-91a6-658ce9589dba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 16-acetyloxy-10-hydroxy-2-(hydroxymethyl)-9,13,17-trimethyl-7-(4-methyl-2-oxopent-3-enyl)-6-oxo-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-ene-17-carboxylate
• SMILES (Canonical): CC(=CC(=O)CC1C2C(CC3(C2(C(CC4C3=CCC5C4(CCC(C5(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C)C)O)C)CO)OC1=O)C
• SMILES (Isomeric): CC(=CC(=O)CC1C2C(CC3(C2(C(CC4C3=CCC5C4(CCC(C5(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C)C)O)C)CO)OC1=O)C
• InChI: InChI=1S/C38H54O14/c1-17(2)11-19(42)12-20-28-23(50-32(20)47)14-38(16-40)21-7-8-25-35(4,22(21)13-26(43)37(28,38)6)10-9-27(49-18(3)41)36(25,5)34(48)52-33-31(46)30(45)29(44)24(15-39)51-33/h7,11,20,22-31,33,39-40,43-46H,8-10,12-16H2,1-6H3
• InChI Key: IEDTUGIKHMRUCE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₄O₁₄
• Molecular Weight: 734.80 g/mol
• Exact Mass: 734.35135639 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8122	81.22%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8155	81.55%
P-glycoprotein inhibitior	+	0.7660	76.60%
P-glycoprotein substrate	+	0.5822	58.22%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.6793	67.93%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9172	91.72%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7297	72.97%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.7612	76.12%
Honey bee toxicity	-	0.6978	69.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9692	96.92%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL204	P00734	Thrombin	130 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.01%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.88%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.49%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.37%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.45%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.43%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.35%	96.21%
CHEMBL2581	P07339	Cathepsin D	84.39%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.25%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.78%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.32%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.80%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.92%	95.83%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 85057712
• LOTUS: LTS0230904
• wikiData: Q105111721