6-[3-(Furan-3-yl)propylidene]-2-(4-methylpent-3-enyl)hept-2-ene-1,7-diol

Details

• Internal ID: f6d5bacd-b8a0-4d0f-a01e-d02fdd7bd45f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-enyl)hept-2-ene-1,7-diol
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC1=COC=C1)CO)CO)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCCC1=COC=C1)CO)CO)C
• InChI: InChI=1S/C20H30O3/c1-17(2)6-3-7-18(14-21)8-4-9-19(15-22)10-5-11-20-12-13-23-16-20/h6,8,10,12-13,16,21-22H,3-5,7,9,11,14-15H2,1-2H3
• InChI Key: GCHHEUZQAFUHCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.5564	55.64%
Blood Brain Barrier	+	0.6105	61.05%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4996	49.96%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.7650	76.50%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6820	68.20%
BSEP inhibitior	+	0.7284	72.84%
P-glycoprotein inhibitior	-	0.5810	58.10%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	-	0.5321	53.21%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.7173	71.73%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.7299	72.99%
CYP2C19 inhibition	-	0.7242	72.42%
CYP2D6 inhibition	-	0.8326	83.26%
CYP1A2 inhibition	-	0.7383	73.83%
CYP2C8 inhibition	-	0.7735	77.35%
CYP inhibitory promiscuity	-	0.6655	66.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.5466	54.66%
Eye corrosion	-	0.9138	91.38%
Eye irritation	-	0.7073	70.73%
Skin irritation	-	0.7366	73.66%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7402	74.02%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5578	55.78%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5077	50.77%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4598	45.98%
Acute Oral Toxicity (c)	III	0.7232	72.32%
Estrogen receptor binding	+	0.6369	63.69%
Androgen receptor binding	-	0.6828	68.28%
Thyroid receptor binding	+	0.5634	56.34%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.8898	88.98%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5168	51.68%
Fish aquatic toxicity	+	0.9597	95.97%

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	94.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.82%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.21%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.89%	96.09%

Plants that contains it

• Nidorella podocephala

Cross-Links

• PubChem: 74318473
• LOTUS: LTS0021216
• wikiData: Q105006291