13-O-Deacetyltaxumairol Z

Details

• Internal ID: a62e9cc6-f08a-4f75-948f-91d53ebf427c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-16-acetyloxy-10-(acetyloxymethyl)-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)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)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)O
• InChI: InChI=1S/C31H40O12/c1-15-19(34)12-30(28(4,5)39)22(15)23(36)25(37)29(13-40-16(2)32)20(35)11-21-31(14-41-21,43-17(3)33)24(29)26(30)42-27(38)18-9-7-6-8-10-18/h6-10,19-21,23-26,34-37,39H,11-14H2,1-5H3/t19-,20-,21+,23+,24-,25-,26-,29+,30-,31-/m0/s1
• InChI Key: IZPGQOGNFFVNFT-LPRGFTSCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₂
• Molecular Weight: 604.60 g/mol
• Exact Mass: 604.25197671 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 220935-39-7
• [(1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-16-acetyloxy-10-(acetyloxymethyl)-5,8,9,11-tetrahydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate
• HY-N1043
• AKOS032961607
• CS-0016307
• (1S)-5beta,20-Epoxy-1,11-cyclo-11,15-secotax-11-ene-2alpha,4,7beta,9alpha,10beta,13alpha,15,19-octol 2-benzoate 4,19-diacetate
• (2aR,4S,4aR,5R,6R,8S,9aS,10S,10aR,10bS)-10b-acetoxy-4a-(acetoxymethyl)-4,5,6,8-tetrahydroxy-9a-(2-hydroxypropan-2-yl)-7-methyl-2a,3,4,4a,5,6,8,9,9a,10,10a,10b-dodecahydro-1H-azuleno[5\',6\':3,4]benzo[1,2-b]oxet-10-yl benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9207	92.07%
Caco-2	-	0.8045	80.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7667	76.67%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8168	81.68%
P-glycoprotein inhibitior	+	0.7101	71.01%
P-glycoprotein substrate	+	0.7264	72.64%
CYP3A4 substrate	+	0.6908	69.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9019	90.19%
CYP2C9 inhibition	-	0.7087	70.87%
CYP2C19 inhibition	-	0.7415	74.15%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.7530	75.30%
CYP2C8 inhibition	+	0.8301	83.01%
CYP inhibitory promiscuity	-	0.9011	90.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5517	55.17%
skin sensitisation	-	0.8202	82.02%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5378	53.78%
Acute Oral Toxicity (c)	III	0.4686	46.86%
Estrogen receptor binding	+	0.7718	77.18%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.5271	52.71%
Glucocorticoid receptor binding	+	0.6147	61.47%
Aromatase binding	+	0.6389	63.89%
PPAR gamma	+	0.6220	62.20%
Honey bee toxicity	-	0.7052	70.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.02%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.81%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.51%	91.49%
CHEMBL5028	O14672	ADAM10	91.43%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.97%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.53%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.75%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.56%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.34%	99.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.63%	89.44%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.21%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.79%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.11%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

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
• Taxus wallichiana
• Tecomella undulata

Cross-Links

• PubChem: 10864961
• NPASS: NPC231284
• LOTUS: LTS0264550
• wikiData: Q105123358