[4,5,12-Triacetyloxy-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate

Details

• Internal ID: ac480701-fd94-4627-ac18-2f639174b405
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [4,5,12-triacetyloxy-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate
• SMILES (Canonical): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C37H44O15/c1-19(2)31(41)46-18-36-28(48-21(4)39)25(47-20(3)38)16-35(8,44)37(36)29(49-22(5)40)26(34(6,7)52-37)27(50-33(43)24-14-15-45-17-24)30(36)51-32(42)23-12-10-9-11-13-23/h9-15,17,19,25-30,44H,16,18H2,1-8H3
• InChI Key: SMPQVRAZXSOPQP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₄O₁₅
• Molecular Weight: 728.70 g/mol
• Exact Mass: 728.26802069 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 15
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	-	0.8096	80.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7053	70.53%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8052	80.52%
OATP1B3 inhibitior	+	0.7976	79.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9825	98.25%
P-glycoprotein inhibitior	+	0.8814	88.14%
P-glycoprotein substrate	+	0.5202	52.02%
CYP3A4 substrate	+	0.6852	68.52%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.6959	69.59%
CYP2C9 inhibition	-	0.6397	63.97%
CYP2C19 inhibition	-	0.7366	73.66%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	+	0.7359	73.59%
CYP inhibitory promiscuity	-	0.8303	83.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4906	49.06%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8898	88.98%
Skin irritation	-	0.7853	78.53%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7965	79.65%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	-	0.8078	80.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6627	66.27%
Acute Oral Toxicity (c)	I	0.3953	39.53%
Estrogen receptor binding	+	0.8147	81.47%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	+	0.6540	65.40%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.6342	63.42%
PPAR gamma	+	0.7463	74.63%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.03%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.25%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	90.77%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.76%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL5028	O14672	ADAM10	84.96%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	84.67%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.45%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.29%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.28%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.76%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.52%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.17%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.00%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.91%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.86%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.69%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.04%	97.14%

Plants that contains it

• Celastrus angulata

Cross-Links

• PubChem: 85237725
• LOTUS: LTS0051110
• wikiData: Q105256093