[(2S,4S,5R,7S)-4,8-diacetyloxy-6-(acetyloxymethyl)-2,12-dihydroxy-2,10,10-trimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: f9aa6e07-970b-4467-881a-78d37cf654c5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(2S,4S,5R,7S)-4,8-diacetyloxy-6-(acetyloxymethyl)-2,12-dihydroxy-2,10,10-trimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CC(=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)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12[C@H]([C@H](C[C@](C13C(C(C([C@H]2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)O)(C)O)OC(=O)C)OC(=O)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C37H42O13/c1-21(38)45-20-36-31(48-27(41)18-17-24-13-9-7-10-14-24)26(46-22(2)39)19-35(6,44)37(36)30(42)28(34(4,5)50-37)29(47-23(3)40)32(36)49-33(43)25-15-11-8-12-16-25/h7-18,26,28-32,42,44H,19-20H2,1-6H3/b18-17+/t26-,28?,29?,30?,31-,32+,35-,36?,37?/m0/s1
• InChI Key: JOPWMIMUXCFDEM-XFYCUJTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₁₃
• Molecular Weight: 694.70 g/mol
• Exact Mass: 694.26254139 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.94
• 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	+	0.9538	95.38%
Caco-2	-	0.8181	81.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6444	64.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9031	90.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9864	98.64%
P-glycoprotein inhibitior	+	0.8917	89.17%
P-glycoprotein substrate	+	0.5521	55.21%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.7484	74.84%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	-	0.8251	82.51%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7998	79.98%
CYP2C8 inhibition	+	0.8035	80.35%
CYP inhibitory promiscuity	-	0.7417	74.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5843	58.43%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8951	89.51%
Skin irritation	-	0.7044	70.44%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8370	83.70%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8192	81.92%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6655	66.55%
Acute Oral Toxicity (c)	I	0.5260	52.60%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.7326	73.26%
Thyroid receptor binding	+	0.6756	67.56%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	+	0.7371	73.71%
Honey bee toxicity	-	0.7712	77.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.85%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	98.74%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.60%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.17%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.68%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.75%	94.62%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.54%	91.65%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.51%	94.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.13%	81.11%
CHEMBL5028	O14672	ADAM10	87.12%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.29%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.33%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.82%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.72%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.03%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	81.30%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5322131
• NPASS: NPC128235