Avocadene

Details

• Internal ID: c4d4955b-e06e-4b69-93a0-e4e7a61b5cbf
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: heptadec-16-ene-1,2,4-triol
• SMILES (Canonical): C=CCCCCCCCCCCCC(CC(CO)O)O
• SMILES (Isomeric): C=CCCCCCCCCCCCC(CC(CO)O)O
• InChI: InChI=1S/C17H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)14-17(20)15-18/h2,16-20H,1,3-15H2
• InChI Key: DFEHQWFIOMAGBM-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₄O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

• heptadec-16-ene-1,2,4-triol
• 83797-45-9
• 16-Heptadecene-1,2,4-triol
• rac-Avocadene
• KBio3_002077
• Spectrum2_000718
• Spectrum3_001039
• Spectrum4_001176
• Spectrum5_001842
• BSPBio_002857
• KBioGR_001811
• SPBio_000935
• CHEMBL480091
• SCHEMBL1051284
• CHEBI:172520
• DTXSID001003849
• CCG-40038
• LMFA05000639
• 1,2,4-trihydroxy-n-heptadeca-16-ene
• NCGC00178430-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7446	74.46%
Caco-2	-	0.7438	74.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6860	68.60%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.7163	71.63%
P-glycoprotein inhibitior	-	0.9221	92.21%
P-glycoprotein substrate	-	0.9161	91.61%
CYP3A4 substrate	-	0.5837	58.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7225	72.25%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.8527	85.27%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.7588	75.88%
CYP2C8 inhibition	-	0.9667	96.67%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.8781	87.81%
Eye irritation	-	0.8016	80.16%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6629	66.29%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	-	0.7350	73.50%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.9556	95.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4781	47.81%
Acute Oral Toxicity (c)	IV	0.4984	49.84%
Estrogen receptor binding	-	0.6414	64.14%
Androgen receptor binding	-	0.8563	85.63%
Thyroid receptor binding	+	0.5684	56.84%
Glucocorticoid receptor binding	+	0.5698	56.98%
Aromatase binding	-	0.6540	65.40%
PPAR gamma	+	0.5884	58.84%
Honey bee toxicity	-	0.6678	66.78%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6774	67.74%
Fish aquatic toxicity	-	0.6859	68.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.48%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.96%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.87%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	85.54%	97.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.16%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	85.12%	98.35%
CHEMBL2885	P07451	Carbonic anhydrase III	83.95%	87.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.55%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.67%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.44%	93.56%
CHEMBL206	P03372	Estrogen receptor alpha	80.27%	97.64%

Plants that contains it

• Persea americana

Cross-Links

• PubChem: 158573
• LOTUS: LTS0256904
• wikiData: Q82998554