Taxifolial A

Details

• Internal ID: 526d389b-e14d-48ad-8790-6a39d59a838a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E,3S,5E)-3-acetyloxy-6,10-dimethyl-2-(2-oxoethylidene)undeca-5,9-dien-7-ynyl] acetate
• SMILES (Canonical): CC(=CC#CC(=CCC(C(=CC=O)COC(=O)C)OC(=O)C)C)C
• SMILES (Isomeric): CC(=CC#C/C(=C/C[C@@H](/C(=C/C=O)/COC(=O)C)OC(=O)C)/C)C
• InChI: InChI=1S/C19H24O5/c1-14(2)7-6-8-15(3)9-10-19(24-17(5)22)18(11-12-20)13-23-16(4)21/h7,9,11-12,19H,10,13H2,1-5H3/b15-9+,18-11+/t19-/m0/s1
• InChI Key: ZNJRJRLDPRAASN-FXLUSVPFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• ((2E,3S,5E)-3-acetyloxy-6,10-dimethyl-2-(2-oxoethylidene)undeca-5,9-dien-7-ynyl) acetate
• [(2E,3S,5E)-3-Acetyloxy-6,10-dimethyl-2-(2-oxoethylidene)undeca-5,9-dien-7-ynyl] acetate
• RefChem:187571
• SCHEMBL31132143

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.5796	57.96%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8484	84.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8166	81.66%
P-glycoprotein inhibitior	+	0.5742	57.42%
P-glycoprotein substrate	-	0.8017	80.17%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.6227	62.27%
CYP2C9 inhibition	-	0.7314	73.14%
CYP2C19 inhibition	-	0.7422	74.22%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.8034	80.34%
CYP2C8 inhibition	-	0.8240	82.40%
CYP inhibitory promiscuity	-	0.6128	61.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5023	50.23%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.6913	69.13%
Eye irritation	-	0.8749	87.49%
Skin irritation	-	0.5140	51.40%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5282	52.82%
skin sensitisation	-	0.5640	56.40%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.4673	46.73%
Estrogen receptor binding	+	0.6723	67.23%
Androgen receptor binding	-	0.5975	59.75%
Thyroid receptor binding	-	0.5152	51.52%
Glucocorticoid receptor binding	+	0.5613	56.13%
Aromatase binding	-	0.6619	66.19%
PPAR gamma	-	0.6110	61.10%
Honey bee toxicity	-	0.7222	72.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	+	0.9740	97.40%

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	93.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.86%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.08%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.65%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.81%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.60%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.57%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21773730
• LOTUS: LTS0036532
• wikiData: Q105380094