[(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,11,16-triacetyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-yl] benzoate

Details

• Internal ID: f827e9b7-99a2-46e2-b961-924e4b175787
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,11,16-triacetyloxy-8-hydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1OC(=O)C=CC5=CC=CC=C5)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)/C=C/C5=CC=CC=C5)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O
• InChI: InChI=1S/C42H48O13/c1-23-29(53-32(46)19-18-27-14-10-8-11-15-27)21-41(39(5,6)49)33(23)34(47)36(54-38(48)28-16-12-9-13-17-28)40(7)30(51-24(2)43)20-31-42(22-50-31,55-26(4)45)35(40)37(41)52-25(3)44/h8-19,29-31,34-37,47,49H,20-22H2,1-7H3/b19-18+/t29-,30-,31+,34+,35-,36-,37-,40+,41-,42-/m0/s1
• InChI Key: IDZBMHPXAGXGNB-JUCYZOQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈O₁₃
• Molecular Weight: 760.80 g/mol
• Exact Mass: 760.30949158 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	-	0.8399	83.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8003	80.03%
OATP2B1 inhibitior	-	0.5857	58.57%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9873	98.73%
P-glycoprotein inhibitior	+	0.8556	85.56%
P-glycoprotein substrate	+	0.7081	70.81%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8872	88.72%
CYP3A4 inhibition	-	0.8071	80.71%
CYP2C9 inhibition	-	0.6223	62.23%
CYP2C19 inhibition	-	0.7239	72.39%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.6056	60.56%
CYP2C8 inhibition	+	0.9014	90.14%
CYP inhibitory promiscuity	-	0.7704	77.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4850	48.50%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.6917	69.17%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7877	78.77%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5042	50.42%
skin sensitisation	-	0.7955	79.55%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5792	57.92%
Acute Oral Toxicity (c)	III	0.4910	49.10%
Estrogen receptor binding	+	0.8120	81.20%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	+	0.7791	77.91%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.7866	78.66%
Honey bee toxicity	-	0.6465	64.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.93%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.80%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.33%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.38%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.07%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.81%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.56%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.15%	81.11%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.68%	89.44%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.54%	94.62%
CHEMBL5028	O14672	ADAM10	89.53%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.36%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.32%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.76%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.01%	93.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.41%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.97%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.90%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.12%	93.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.01%	89.34%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 10485273
• NPASS: NPC95790