2-Deacetyltaxachitriene A

Details

• Internal ID: 32a9a06c-0473-45f7-9d47-35d7fb90c4f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1R,2S,3E,5S,7S,8Z,10R,13S)-7,9,10,13-tetraacetyloxy-2,5-dihydroxy-8,12,15,15-tetramethyl-4-bicyclo[9.3.1]pentadeca-3,8,11-trienyl]methyl acetate
• SMILES (Canonical): CC1=C2C(C(=C(C(CC(C(=CC(C(C2(C)C)CC1OC(=O)C)O)COC(=O)C)O)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)/COC(=O)C)O)OC(=O)C)\C)/OC(=O)C)OC(=O)C
• InChI: InChI=1S/C30H42O12/c1-14-25(39-17(4)32)11-22-24(37)10-21(13-38-16(3)31)23(36)12-26(40-18(5)33)15(2)28(41-19(6)34)29(42-20(7)35)27(14)30(22,8)9/h10,22-26,29,36-37H,11-13H2,1-9H3/b21-10+,28-15-/t22-,23-,24-,25-,26-,29+/m0/s1
• InChI Key: ARCDGVGZYWJKDA-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

• 2-Deacetyltaxachitriene A
• [(1R,2S,3E,5S,7S,8Z,10R,13S)-7,9,10,13-tetraacetyloxy-2,5-dihydroxy-8,12,15,15-tetramethyl-4-bicyclo[9.3.1]pentadeca-3,8,11-trienyl]methyl acetate
• 2-DeacetyltaxachitrieneA
• AKOS040761001

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	-	0.7356	73.56%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8858	88.58%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9093	90.93%
BSEP inhibitior	+	0.9382	93.82%
P-glycoprotein inhibitior	+	0.8408	84.08%
P-glycoprotein substrate	-	0.5335	53.35%
CYP3A4 substrate	+	0.6590	65.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.8162	81.62%
CYP2C9 inhibition	-	0.8312	83.12%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8415	84.15%
CYP2C8 inhibition	+	0.6193	61.93%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.5936	59.36%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6151	61.51%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6426	64.26%
skin sensitisation	-	0.7183	71.83%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4753	47.53%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	+	0.7491	74.91%
Androgen receptor binding	+	0.5844	58.44%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	+	0.8221	82.21%
Aromatase binding	+	0.5905	59.05%
PPAR gamma	+	0.6721	67.21%
Honey bee toxicity	-	0.5813	58.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9817	98.17%

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	98.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.72%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.50%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.26%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.96%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.51%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 21672157
• NPASS: NPC33984