[5,8-Diacetyloxy-2,12-dihydroxy-2,10,10-trimethyl-4-(2-methylpropanoyloxy)-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: 03f13b13-5214-453f-bb3d-34eaee0030cf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [5,8-diacetyloxy-2,12-dihydroxy-2,10,10-trimethyl-4-(2-methylpropanoyloxy)-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)O)(C)O)OC(=O)C(C)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)O)(C)O)OC(=O)C(C)C)OC(=O)C
• InChI: InChI=1S/C34H46O13/c1-17(2)28(38)42-16-33-26(44-20(6)36)22(45-29(39)18(3)4)15-32(9,41)34(33)25(37)23(31(7,8)47-34)24(43-19(5)35)27(33)46-30(40)21-13-11-10-12-14-21/h10-14,17-18,22-27,37,41H,15-16H2,1-9H3
• InChI Key: WHQORDVPSMNPFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₁₃
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.29384152 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8977	89.77%
Caco-2	-	0.8240	82.40%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9257	92.57%
P-glycoprotein inhibitior	+	0.8493	84.93%
P-glycoprotein substrate	-	0.5144	51.44%
CYP3A4 substrate	+	0.6730	67.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.7910	79.10%
CYP2C9 inhibition	-	0.6818	68.18%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8289	82.89%
CYP2C8 inhibition	+	0.6527	65.27%
CYP inhibitory promiscuity	-	0.7592	75.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.7617	76.17%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6478	64.78%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4925	49.25%
Acute Oral Toxicity (c)	III	0.3735	37.35%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.6265	62.65%
Aromatase binding	+	0.6152	61.52%
PPAR gamma	+	0.7286	72.86%
Honey bee toxicity	-	0.7468	74.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9685	96.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.62%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.57%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	88.62%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL5028	O14672	ADAM10	85.36%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.25%	94.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.02%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.01%	94.08%
CHEMBL4040	P28482	MAP kinase ERK2	81.94%	83.82%
CHEMBL4208	P20618	Proteasome component C5	81.23%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.86%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.56%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.43%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.24%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.23%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Celastrus gemmata

Cross-Links

• PubChem: 14800630
• LOTUS: LTS0119445
• wikiData: Q105305709