[3,4,11-Triacetyloxy-6-(acetyloxymethyl)-2,8-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-5-yl]methyl benzoate

Details

• Internal ID: b25b10d4-2f2d-4acd-ab30-b51b2a9d7120
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [3,4,11-triacetyloxy-6-(acetyloxymethyl)-2,8-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-5-yl]methyl benzoate
• SMILES (Canonical): CC(=O)OCC1CC(C(=C)C2C1(C(C(C3(C4(COC3(C(=O)CC4C2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)COC(=O)C5=CC=CC=C5)O
• SMILES (Isomeric): CC(=O)OCC1CC(C(=C)C2C1(C(C(C3(C4(COC3(C(=O)CC4C2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)COC(=O)C5=CC=CC=C5)O
• InChI: InChI=1S/C36H44O14/c1-18-26(41)13-24(15-45-19(2)37)35(17-46-32(43)23-11-9-8-10-12-23)28(18)29(48-20(3)38)25-14-27(42)34(7)36(44,33(25,6)16-47-34)31(50-22(5)40)30(35)49-21(4)39/h8-12,24-26,28-31,41,44H,1,13-17H2,2-7H3
• InChI Key: XPVDQPMIJNLCLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₄
• Molecular Weight: 700.70 g/mol
• Exact Mass: 700.27310607 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.8280	82.80%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6919	69.19%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8374	83.74%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9429	94.29%
P-glycoprotein inhibitior	+	0.8011	80.11%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	+	0.5319	53.19%
CYP2C9 inhibition	-	0.6993	69.93%
CYP2C19 inhibition	-	0.7089	70.89%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.7481	74.81%
CYP2C8 inhibition	+	0.7622	76.22%
CYP inhibitory promiscuity	-	0.8105	81.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5762	57.62%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.5843	58.43%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5782	57.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6773	67.73%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5216	52.16%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6034	60.34%
Acute Oral Toxicity (c)	I	0.4074	40.74%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	+	0.5650	56.50%
Glucocorticoid receptor binding	+	0.7304	73.04%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.56%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.99%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	95.95%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.33%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.30%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.24%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.82%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.66%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.49%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.37%	95.50%
CHEMBL5028	O14672	ADAM10	88.29%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.35%	95.93%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.90%	83.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.71%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.41%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.19%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.25%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.09%	94.42%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 162946729
• LOTUS: LTS0161966
• wikiData: Q105339010