Taxumairol U

Details

• Internal ID: 43214893-858c-48c2-983f-a63863075b28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,5,6,8-tetraacetyloxy-4,10-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1OC(=O)C)C(C)(C)O)O)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@H]([C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)O)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C30H44O13/c1-13-21(41-16(4)33)11-30(28(7,8)38)23(13)25(36)27(43-18(6)35)29(9)22(42-17(5)34)10-20(40-15(3)32)19(12-39-14(2)31)24(29)26(30)37/h19-22,24-27,36-38H,10-12H2,1-9H3/t19-,20+,21+,22+,24+,25-,26+,27+,29-,30+/m1/s1
• InChI Key: SHGLCPCJPHZRMS-CSVVPJOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₁₃
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.27819145 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• TAXUMAIRO U
• SCHEMBL44420
• CHEMBL475677
• [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,5,6,8-tetraacetyloxy-4,10-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	-	0.7651	76.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8547	85.47%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8843	88.43%
BSEP inhibitior	+	0.7681	76.81%
P-glycoprotein inhibitior	+	0.7312	73.12%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8950	89.50%
CYP2C9 inhibition	-	0.6910	69.10%
CYP2C19 inhibition	-	0.8653	86.53%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8201	82.01%
CYP2C8 inhibition	+	0.5719	57.19%
CYP inhibitory promiscuity	-	0.8341	83.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8818	88.18%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5342	53.42%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.5464	54.64%
Estrogen receptor binding	+	0.7654	76.54%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	-	0.5089	50.89%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.7361	73.61%
PPAR gamma	+	0.7054	70.54%
Honey bee toxicity	-	0.6576	65.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	99.21%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.41%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.14%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.91%	90.93%
CHEMBL2996	Q05655	Protein kinase C delta	89.67%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.78%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.11%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.52%	97.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.66%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.62%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.35%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.31%	93.56%

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: 11124920
• NPASS: NPC254121
• LOTUS: LTS0097608
• wikiData: Q105252962