(2,4,9,15-Tetraacetyloxy-11-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-12-yl) benzoate

Details

• Internal ID: fba6790b-1c77-4342-aa35-76e6fbe3657b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: (2,4,9,15-tetraacetyloxy-11-hydroxy-10,14,17,17-tetramethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-12-yl) benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C(C2(C)C)CC1OC(=O)C)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)C)O)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC1=C2C(C(C3(C(CC4C(C3C(C(C2(C)C)CC1OC(=O)C)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)C)O)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C35H44O12/c1-17-24(43-18(2)36)14-23-28(45-20(4)38)30-34(8,25(44-19(3)37)15-26-35(30,16-42-26)47-21(5)39)31(40)29(27(17)33(23,6)7)46-32(41)22-12-10-9-11-13-22/h9-13,23-26,28-31,40H,14-16H2,1-8H3
• InChI Key: UPZKVALKWPVPCH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₂
• Molecular Weight: 656.70 g/mol
• Exact Mass: 656.28327683 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	-	0.7807	78.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8257	82.57%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8073	80.73%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9854	98.54%
P-glycoprotein inhibitior	+	0.8778	87.78%
P-glycoprotein substrate	+	0.6447	64.47%
CYP3A4 substrate	+	0.7043	70.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.7364	73.64%
CYP2C9 inhibition	-	0.6879	68.79%
CYP2C19 inhibition	-	0.7076	70.76%
CYP2D6 inhibition	-	0.8852	88.52%
CYP1A2 inhibition	-	0.5545	55.45%
CYP2C8 inhibition	+	0.8756	87.56%
CYP inhibitory promiscuity	-	0.8023	80.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4504	45.04%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6528	65.28%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3740	37.40%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5209	52.09%
skin sensitisation	-	0.7418	74.18%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5259	52.59%
Acute Oral Toxicity (c)	III	0.6189	61.89%
Estrogen receptor binding	+	0.7888	78.88%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7675	76.75%
Honey bee toxicity	-	0.6591	65.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6345	63.45%
Fish aquatic toxicity	+	0.9941	99.41%

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	97.59%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.73%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.64%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.58%	94.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	95.52%	89.44%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.47%	81.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.12%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.52%	91.11%
CHEMBL5028	O14672	ADAM10	89.34%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.20%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.56%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.98%	95.50%
CHEMBL3524	P56524	Histone deacetylase 4	86.19%	92.97%
CHEMBL1951	P21397	Monoamine oxidase A	85.03%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.06%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.45%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.20%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.90%	89.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.08%	97.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.46%	87.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.12%	82.69%

Plants that contains it

• Balanophora harlandii
• Balanophora tobiracola
• Malus sieboldii
• Taxus floridana

Cross-Links

• PubChem: 163106199
• LOTUS: LTS0040290
• wikiData: Q105328961