7-Xylosyl-10-deacetylbaccatin III

Details

• Internal ID: b9e4c704-d390-4e2e-858a-9ef503a37145
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,12,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(2S,3R,4S,5R)-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)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)OC6C(C(C(CO6)O)O)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[C@@H]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)C)O
• InChI: InChI=1S/C34H44O14/c1-15-18(36)12-34(43)28(47-29(42)17-9-7-6-8-10-17)26-32(5,27(41)24(39)22(15)31(34,3)4)20(11-21-33(26,14-45-21)48-16(2)35)46-30-25(40)23(38)19(37)13-44-30/h6-10,18-21,23-26,28,30,36-40,43H,11-14H2,1-5H3/t18-,19+,20-,21+,23-,24+,25+,26-,28-,30-,32+,33-,34+/m0/s1
• InChI Key: PAYIYFPUFSJTDA-HEJNHQNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₁₄
• Molecular Weight: 676.70 g/mol
• Exact Mass: 676.27310607 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• 157664-03-4
• [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,12,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• 7-Xylosyl-10-deacetylbaccatin
• AKOS040761253
• XDB

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8321	83.21%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7668	76.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8150	81.50%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7340	73.40%
P-glycoprotein inhibitior	+	0.7116	71.16%
P-glycoprotein substrate	+	0.7850	78.50%
CYP3A4 substrate	+	0.7326	73.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.8848	88.48%
CYP2C9 inhibition	-	0.8315	83.15%
CYP2C19 inhibition	-	0.8354	83.54%
CYP2D6 inhibition	-	0.8923	89.23%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	+	0.8342	83.42%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7875	78.75%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5003	50.03%
skin sensitisation	-	0.8009	80.09%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	+	0.5285	52.85%
Glucocorticoid receptor binding	+	0.6754	67.54%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.7389	73.89%
Honey bee toxicity	-	0.6909	69.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9773	97.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.32%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.26%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.99%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	93.84%	90.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.88%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	92.74%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.44%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	89.40%	91.49%
CHEMBL5028	O14672	ADAM10	89.14%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.57%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.47%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.22%	83.00%
CHEMBL4208	P20618	Proteasome component C5	87.84%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.62%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.75%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.15%	89.44%
CHEMBL340	P08684	Cytochrome P450 3A4	83.43%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.28%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.60%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.54%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.09%	94.00%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5315356
• NPASS: NPC59248