[(2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,16-diacetyloxy-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate

Details

• Internal ID: 719c25b3-4172-424e-a0b8-156cd5c68bff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,3S,5S,8R,9R,10S,11S,13R,16S)-5,16-diacetyloxy-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]4[C@](C3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)O
• InChI: InChI=1S/C31H40O11/c1-15-19(40-16(2)32)13-30(28(4,5)38)22(15)23(35)25(36)29(6)20(34)12-21-31(14-39-21,42-17(3)33)24(29)26(30)41-27(37)18-10-8-7-9-11-18/h7-11,19-21,23-26,34-36,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24?,25-,26-,29+,30-,31-/m0/s1
• InChI Key: AZZJYXIFCQZQFW-WZSFEZERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₁
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.25706209 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9494	94.94%
Caco-2	-	0.7630	76.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7294	72.94%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.8259	82.59%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8610	86.10%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.7017	70.17%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8192	81.92%
CYP2C9 inhibition	-	0.6897	68.97%
CYP2C19 inhibition	-	0.7731	77.31%
CYP2D6 inhibition	-	0.8880	88.80%
CYP1A2 inhibition	-	0.7111	71.11%
CYP2C8 inhibition	+	0.8723	87.23%
CYP inhibitory promiscuity	-	0.8852	88.52%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5315	53.15%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6607	66.07%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6459	64.59%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6070	60.70%
Acute Oral Toxicity (c)	III	0.5178	51.78%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.7216	72.16%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	+	0.6554	65.54%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.6453	64.53%
Honey bee toxicity	-	0.6775	67.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.77%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.34%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	94.41%	87.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.64%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.80%	90.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.35%	81.11%
CHEMBL5028	O14672	ADAM10	87.75%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.01%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.65%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.34%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.71%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.56%	94.08%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.02%	89.44%
CHEMBL3401	O75469	Pregnane X receptor	81.20%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.14%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5322025
• NPASS: NPC238076