(3E,6R,7E,9E)-17-(furan-2-yl)heptadeca-3,7,9-trien-6-ol

Details

• Internal ID: 287a7dbc-76b7-4c35-ac46-983593d81ab4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (3E,6R,7E,9E)-17-(furan-2-yl)heptadeca-3,7,9-trien-6-ol
• SMILES (Canonical): CCC=CCC(C=CC=CCCCCCCCC1=CC=CO1)O
• SMILES (Isomeric): CC/C=C/C[C@H](/C=C/C=C/CCCCCCCC1=CC=CO1)O
• InChI: InChI=1S/C21H32O2/c1-2-3-11-15-20(22)16-12-9-7-5-4-6-8-10-13-17-21-18-14-19-23-21/h3,7,9,11-12,14,16,18-20,22H,2,4-6,8,10,13,15,17H2,1H3/b9-7+,11-3+,16-12+/t20-/m1/s1
• InChI Key: GTXGAFVOCLTKJL-FGIUKSABSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5520	55.20%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Plasma membrane	0.6433	64.33%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5687	56.87%
P-glycoprotein inhibitior	-	0.4888	48.88%
P-glycoprotein substrate	-	0.7709	77.09%
CYP3A4 substrate	+	0.5089	50.89%
CYP2C9 substrate	+	0.5894	58.94%
CYP2D6 substrate	-	0.7122	71.22%
CYP3A4 inhibition	-	0.9158	91.58%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	-	0.6176	61.76%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.5671	56.71%
CYP2C8 inhibition	-	0.5805	58.05%
CYP inhibitory promiscuity	-	0.6220	62.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.3895	38.95%
Eye corrosion	-	0.6302	63.02%
Eye irritation	-	0.8263	82.63%
Skin irritation	+	0.6724	67.24%
Skin corrosion	-	0.8830	88.30%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7389	73.89%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.6360	63.60%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8689	86.89%
Acute Oral Toxicity (c)	III	0.8485	84.85%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	-	0.5885	58.85%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	-	0.4899	48.99%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4430	44.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.77%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.24%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.01%	93.56%
CHEMBL240	Q12809	HERG	82.07%	89.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.69%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.61%	94.45%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 162975230
• LOTUS: LTS0102796
• wikiData: Q105019591