Taxumairol K

Details

• Internal ID: eb5ba935-cf46-4c1e-b8b0-ef4c398043d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,16-diacetyloxy-5,8,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-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(CC1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)O)C)OC(=O)C5=CC=CC=C5)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]1O)C(C)(C)O)OC(=O)C)(CO4)OC(=O)C)O)C)OC(=O)C5=CC=CC=C5)O
• InChI: InChI=1S/C31H40O11/c1-15-19(34)13-30(28(4,5)38)22(15)23(36)25(41-27(37)18-10-8-7-9-11-18)29(6)20(35)12-21-31(14-39-21,42-17(3)33)24(29)26(30)40-16(2)32/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: IEMBQVLDTQOXFV-LPRGFTSCSA-N
• Popularity: 1 reference 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

• SCHEMBL44554
• CHEMBL509773
• IEMBQVLDTQOXFV-LPRGFTSCSA-
• [(1R,2S,3S,5S,8R,9R,10S,11S,13R,16S)-2,16-diacetyloxy-5,8,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-9-yl] benzoate
• InChI=1/C31H40O11/c1-15-19(34)13-30(28(4,5)38)22(15)23(36)25(41-27(37)18-10-8-7-9-11-18)29(6)20(35)12-21-31(14-39-21,42-17(3)33)24(29)26(30)40-16(2)32/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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.7658	76.58%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8872	88.72%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.6872	68.72%
CYP3A4 substrate	+	0.6950	69.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.7671	76.71%
CYP2C9 inhibition	-	0.6554	65.54%
CYP2C19 inhibition	-	0.7443	74.43%
CYP2D6 inhibition	-	0.8917	89.17%
CYP1A2 inhibition	-	0.6538	65.38%
CYP2C8 inhibition	+	0.8398	83.98%
CYP inhibitory promiscuity	-	0.8425	84.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4811	48.11%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8923	89.23%
Skin irritation	-	0.6418	64.18%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.7948	79.48%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6582	65.82%
Acute Oral Toxicity (c)	III	0.4688	46.88%
Estrogen receptor binding	+	0.7480	74.80%
Androgen receptor binding	+	0.7105	71.05%
Thyroid receptor binding	+	0.5383	53.83%
Glucocorticoid receptor binding	+	0.6544	65.44%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.6858	68.58%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.73%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.23%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.09%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	93.00%	91.49%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.41%	81.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.73%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL5028	O14672	ADAM10	88.61%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.02%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.98%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.58%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.44%	87.67%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.83%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.78%	83.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.33%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.29%	89.44%
CHEMBL340	P08684	Cytochrome P450 3A4	81.24%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Taxus mairei
• Tecomella undulata

Cross-Links

• PubChem: 10769688
• NPASS: NPC92867
• LOTUS: LTS0174635
• wikiData: Q105111847