[(1S,4S,7R,9S,10S,11R,14S)-4-acetyloxy-9,11,14-trihydroxy-10,13,16,16-tetramethyl-18-oxo-6,17-dioxapentacyclo[9.4.3.01,12.03,10.04,7]octadec-12-en-2-yl] benzoate

Details

• Internal ID: e399c8da-ceb3-46a7-a541-723b48f66e3e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,4S,7R,9S,10S,11R,14S)-4-acetyloxy-9,11,14-trihydroxy-10,13,16,16-tetramethyl-18-oxo-6,17-dioxapentacyclo[9.4.3.01,12.03,10.04,7]octadec-12-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C3(CC1O)C(C4C(C2(C(=O)OC3(C)C)O)(C(CC5C4(CO5)OC(=O)C)O)C)OC(=O)C6=CC=CC=C6
• SMILES (Isomeric): CC1=C2[C@@]3(C[C@@H]1O)C(C4[C@]([C@]2(C(=O)OC3(C)C)O)([C@H](C[C@@H]5[C@]4(CO5)OC(=O)C)O)C)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C29H34O10/c1-14-17(31)12-27-20(14)29(35,24(34)39-25(27,3)4)26(5)18(32)11-19-28(13-36-19,38-15(2)30)21(26)22(27)37-23(33)16-9-7-6-8-10-16/h6-10,17-19,21-22,31-32,35H,11-13H2,1-5H3/t17-,18-,19+,21?,22?,26+,27-,28-,29-/m0/s1
• InChI Key: CIHPBJOPSVVYIO-FKYWBYHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₀
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.21519728 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9324	93.24%
Caco-2	-	0.6955	69.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6888	68.88%
P-glycoprotein inhibitior	+	0.6852	68.52%
P-glycoprotein substrate	+	0.6991	69.91%
CYP3A4 substrate	+	0.7025	70.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.7143	71.43%
CYP2C9 inhibition	-	0.8213	82.13%
CYP2C19 inhibition	-	0.8582	85.82%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	-	0.7829	78.29%
CYP2C8 inhibition	+	0.8141	81.41%
CYP inhibitory promiscuity	-	0.8436	84.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4478	44.78%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.6246	62.46%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8450	84.50%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5448	54.48%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.4717	47.17%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.7507	75.07%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.6690	66.90%
Aromatase binding	+	0.6822	68.22%
PPAR gamma	+	0.6168	61.68%
Honey bee toxicity	-	0.8015	80.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.69%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.27%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.57%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.34%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.30%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.63%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.41%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.38%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.90%	97.14%
CHEMBL5028	O14672	ADAM10	85.48%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.39%	89.44%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.11%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.70%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	84.02%	97.79%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.01%	87.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.57%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.88%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.85%	98.75%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 51028135
• NPASS: NPC295730