[(1S,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4-acetyloxy-1,2,9,12,15-pentahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-16-yl] benzoate

Details

• Internal ID: e7428c38-3acc-4e88-9d3e-34f53910a0d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4-acetyloxy-1,2,9,12,15-pentahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-16-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(C(C1O)OC(=O)C5=CC=CC=C5)O)O)(CO4)OC(=O)C)O)C)O
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)([C@H]([C@@H]1O)OC(=O)C5=CC=CC=C5)O)O)(CO4)OC(=O)C)O)C)O
• InChI: InChI=1S/C29H36O11/c1-13-18-20(33)22(34)27(5)16(31)11-17-28(12-38-17,40-14(2)30)21(27)23(35)29(37,26(18,3)4)24(19(13)32)39-25(36)15-9-7-6-8-10-15/h6-10,16-17,19-21,23-24,31-33,35,37H,11-12H2,1-5H3/t16-,17+,19+,20+,21-,23-,24-,27+,28-,29-/m0/s1
• InChI Key: SFQBQZGKTFOJJR-IGTIYAGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₁
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.22576196 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9313	93.13%
Caco-2	-	0.8137	81.37%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7710	77.10%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.7993	79.93%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5709	57.09%
P-glycoprotein inhibitior	+	0.6756	67.56%
P-glycoprotein substrate	+	0.7088	70.88%
CYP3A4 substrate	+	0.7092	70.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.7733	77.33%
CYP2C19 inhibition	-	0.8086	80.86%
CYP2D6 inhibition	-	0.8624	86.24%
CYP1A2 inhibition	-	0.7012	70.12%
CYP2C8 inhibition	+	0.8414	84.14%
CYP inhibitory promiscuity	-	0.8876	88.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4790	47.90%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8907	89.07%
Skin irritation	-	0.6567	65.67%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7324	73.24%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6328	63.28%
skin sensitisation	-	0.7706	77.06%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7326	73.26%
Acute Oral Toxicity (c)	III	0.6104	61.04%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7523	75.23%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	+	0.6861	68.61%
PPAR gamma	+	0.6788	67.88%
Honey bee toxicity	-	0.7105	71.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	96.28%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.93%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.06%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.32%	87.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.29%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.99%	89.44%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.94%	99.23%
CHEMBL5028	O14672	ADAM10	90.37%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.97%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.82%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.41%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.95%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.75%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.14%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.26%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.46%	97.14%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 5316395
• NPASS: NPC17946