Taxumairol V

Details

• Internal ID: b78c0995-953f-43fa-8963-c0ca012252c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-5,6,8-triacetyloxy-2,4,10-trihydroxy-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(CC1O)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]1O)C(C)(C)O)O)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C28H42O12/c1-12-18(33)10-28(26(6,7)36)21(12)23(34)25(40-16(5)32)27(8)20(39-15(4)31)9-19(38-14(3)30)17(11-37-13(2)29)22(27)24(28)35/h17-20,22-25,33-36H,9-11H2,1-8H3/t17-,18+,19+,20+,22+,23-,24+,25+,27-,28+/m1/s1
• InChI Key: TXBJKSOTSLHNLL-ZOAIKBMOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₁₂
• Molecular Weight: 570.60 g/mol
• Exact Mass: 570.26762677 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• CHEMBL481270
• [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-5,6,8-triacetyloxy-2,4,10-trihydroxy-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	+	0.9752	97.52%
Caco-2	-	0.7367	73.67%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8170	81.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8843	88.43%
BSEP inhibitior	+	0.7179	71.79%
P-glycoprotein inhibitior	+	0.6251	62.51%
P-glycoprotein substrate	-	0.5138	51.38%
CYP3A4 substrate	+	0.6611	66.11%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.7018	70.18%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.8670	86.70%
CYP2C8 inhibition	+	0.4865	48.65%
CYP inhibitory promiscuity	-	0.8842	88.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8882	88.82%
Skin irritation	-	0.5722	57.22%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4743	47.43%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7986	79.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5176	51.76%
Acute Oral Toxicity (c)	III	0.5529	55.29%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	-	0.5094	50.94%
Glucocorticoid receptor binding	+	0.7017	70.17%
Aromatase binding	+	0.7524	75.24%
PPAR gamma	+	0.6622	66.22%
Honey bee toxicity	-	0.6982	69.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9815	98.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.98%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.00%	90.93%
CHEMBL2996	Q05655	Protein kinase C delta	88.54%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.52%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.07%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.59%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.56%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.75%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.42%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.65%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.31%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.29%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.96%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.94%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.40%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.20%	95.56%

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: 10875480
• NPASS: NPC86893
• LOTUS: LTS0259075
• wikiData: Q105266355