Taxachitriene B

Details

• Internal ID: b8c40ed7-0102-4fc6-8650-5375bdba8aeb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2R,3Z,5S,7S,8E,10S,11R,13S)-2,3,5,7-tetraacetyloxy-10-hydroxy-8-(hydroxymethyl)-4,14,15,15-tetramethyl-13-bicyclo[9.3.1]pentadeca-1(14),3,8-trienyl] acetate
• SMILES (Canonical): CC1=C2C(C(=C(C(CC(C(=CC(C(C2(C)C)CC1OC(=O)C)O)CO)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H](/C(=C(/[C@H](C[C@@H](/C(=C/[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)O)/CO)OC(=O)C)OC(=O)C)\C)/OC(=O)C)OC(=O)C
• InChI: InChI=1S/C30H42O12/c1-14-24(38-16(3)32)11-22-23(37)10-21(13-31)26(40-18(5)34)12-25(39-17(4)33)15(2)28(41-19(6)35)29(42-20(7)36)27(14)30(22,8)9/h10,22-26,29,31,37H,11-13H2,1-9H3/b21-10+,28-15-/t22-,23-,24-,25-,26-,29+/m0/s1
• InChI Key: HTILKAOQIFDEET-LBAPPZQKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₂
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.26762677 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 167906-75-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.7422	74.22%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8992	89.92%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.8575	85.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8593	85.93%
BSEP inhibitior	+	0.9533	95.33%
P-glycoprotein inhibitior	+	0.8519	85.19%
P-glycoprotein substrate	+	0.5079	50.79%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.7461	74.61%
CYP2C9 inhibition	-	0.8039	80.39%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.7909	79.09%
CYP2C8 inhibition	+	0.4619	46.19%
CYP inhibitory promiscuity	-	0.8797	87.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.6455	64.55%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6155	61.55%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5953	59.53%
skin sensitisation	-	0.7741	77.41%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6629	66.29%
Acute Oral Toxicity (c)	III	0.6192	61.92%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.5618	56.18%
Thyroid receptor binding	+	0.5207	52.07%
Glucocorticoid receptor binding	+	0.8238	82.38%
Aromatase binding	+	0.6258	62.58%
PPAR gamma	+	0.7028	70.28%
Honey bee toxicity	-	0.6151	61.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9774	97.74%

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	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.73%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	88.01%	97.79%
CHEMBL4040	P28482	MAP kinase ERK2	87.50%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.20%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.90%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.99%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.72%	100.00%

Plants that contains it

• Taxus chinensis
• Taxus mairei

Cross-Links

• PubChem: 101702750
• LOTUS: LTS0239713
• wikiData: Q105033448