10-Deacetyl-7-xylosyltaxol

Details

• Internal ID: bbec9aa1-7f87-4b63-97a6-713199454f1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-(3,4,5-trihydroxyoxan-2-yl)oxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OC8C(C(C(CO8)O)O)O)C)O
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@](C3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OC8C(C(C(CO8)O)O)O)C)O
• InChI: InChI=1S/C50H57NO17/c1-25-31(65-45(61)38(56)35(27-15-9-6-10-16-27)51-43(59)28-17-11-7-12-18-28)22-50(62)42(67-44(60)29-19-13-8-14-20-29)40-48(5,41(58)37(55)34(25)47(50,3)4)32(21-33-49(40,24-64-33)68-26(2)52)66-46-39(57)36(54)30(53)23-63-46/h6-20,30-33,35-40,42,46,53-57,62H,21-24H2,1-5H3,(H,51,59)/t30?,31-,32-,33+,35-,36?,37+,38+,39?,40?,42-,46?,48+,49-,50+/m0/s1
• InChI Key: ORKLEZFXASNLFJ-CNSXQYHSSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₅₇NO₁₇
• Molecular Weight: 944.00 g/mol
• Exact Mass: 943.36264935 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

• MLS001097691
• CHEMBL1597821
• HMS2267M20
• 90332-63-1
• AKOS025401903
• AC-27010
• SMR000578103

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6590	65.90%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6670	66.70%
OATP2B1 inhibitior	-	0.7400	74.00%
OATP1B1 inhibitior	-	0.3703	37.03%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9100	91.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9508	95.08%
P-glycoprotein inhibitior	+	0.7553	75.53%
P-glycoprotein substrate	+	0.8991	89.91%
CYP3A4 substrate	+	0.7697	76.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.9014	90.14%
CYP2C9 inhibition	-	0.8862	88.62%
CYP2C19 inhibition	-	0.8670	86.70%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	+	0.9230	92.30%
CYP inhibitory promiscuity	-	0.9103	91.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4909	49.09%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7617	76.17%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7832	78.32%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5277	52.77%
skin sensitisation	-	0.8323	83.23%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4907	49.07%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.8191	81.91%
Androgen receptor binding	+	0.8042	80.42%
Thyroid receptor binding	+	0.6952	69.52%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.5734	57.34%
PPAR gamma	+	0.8116	81.16%
Honey bee toxicity	-	0.6300	63.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.83%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	99.61%	90.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	98.85%	87.67%
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	97.60%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL2535	P11166	Glucose transporter	94.77%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.42%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.71%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.35%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.83%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL5028	O14672	ADAM10	90.55%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.80%	91.49%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.39%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	88.23%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.21%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.15%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.72%	94.45%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.17%	83.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.28%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	83.69%	92.98%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.09%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.88%	97.09%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.39%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.11%	96.90%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.91%	93.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.61%	95.71%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 24791040
• LOTUS: LTS0135422
• wikiData: Q105198013