4-Hydroxydehydromyoporone

Details

• Internal ID: a43027f9-c831-4b67-996b-66bd74f1b21b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 1-(furan-3-yl)-4-hydroxy-4,8-dimethylnon-7-ene-1,6-dione
• SMILES (Canonical): CC(=CC(=O)CC(C)(CCC(=O)C1=COC=C1)O)C
• SMILES (Isomeric): CC(=CC(=O)CC(C)(CCC(=O)C1=COC=C1)O)C
• InChI: InChI=1S/C15H20O4/c1-11(2)8-13(16)9-15(3,18)6-4-14(17)12-5-7-19-10-12/h5,7-8,10,18H,4,6,9H2,1-3H3
• InChI Key: GENURIBYATWERM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• HU2EKL6J9U
• 63955-86-2
• UNII-HU2EKL6J9U
• 7-Nonene-1,6-dione, 1-(3-furanyl)-4-hydroxy-4,8-dimethyl-
• 1-(3-Furanyl)-4-hydroxy-4,8-dimethyl-7-nonene-1,6-dione
• 1-(3-Furyl)-4-hydroxy-4,8-dimethyl-non-7-ene-1,6-dione
• Furopinnatin
• 4-Hydroxydehydromyoporone, 9CI
• DTXSID60564471
• CHEBI:174472
• 1-(FURAN-3-YL)-4-HYDROXY-4,8-DIMETHYLNON-7-ENE-1,6-DIONE
• 1-(uran-3-yl)-4-hydroxy-4,8-dimethylnon-7-ene-1,6-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.8848	88.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6355	63.55%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8004	80.04%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5640	56.40%
P-glycoprotein inhibitior	-	0.9184	91.84%
P-glycoprotein substrate	-	0.8590	85.90%
CYP3A4 substrate	-	0.5096	50.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.5533	55.33%
CYP2C9 inhibition	-	0.6679	66.79%
CYP2C19 inhibition	-	0.7476	74.76%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.6606	66.06%
CYP2C8 inhibition	-	0.6601	66.01%
CYP inhibitory promiscuity	-	0.8324	83.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7428	74.28%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9661	96.61%
Eye irritation	+	0.5273	52.73%
Skin irritation	-	0.5414	54.14%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4573	45.73%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5370	53.70%
skin sensitisation	-	0.6017	60.17%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.5583	55.83%
Estrogen receptor binding	-	0.6169	61.69%
Androgen receptor binding	-	0.7141	71.41%
Thyroid receptor binding	-	0.6596	65.96%
Glucocorticoid receptor binding	-	0.5985	59.85%
Aromatase binding	-	0.6068	60.68%
PPAR gamma	+	0.5931	59.31%
Honey bee toxicity	-	0.9420	94.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9555	95.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.03%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	93.54%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.14%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.90%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.83%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.22%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.71%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.52%	85.14%

Plants that contains it

• Athanasia crithmifolia

Cross-Links

• PubChem: 14830724
• LOTUS: LTS0158375
• wikiData: Q82449167