cis-Dehydroosthol

Details

• Internal ID: 9c936fdd-8a3d-41d9-9bcc-0bd5b4ae92c4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-[(1Z)-3-methylbuta-1,3-dienyl]chromen-2-one
• SMILES (Canonical): CC(=C)C=CC1=C(C=CC2=C1OC(=O)C=C2)OC
• SMILES (Isomeric): CC(=C)/C=C\C1=C(C=CC2=C1OC(=O)C=C2)OC
• InChI: InChI=1S/C15H14O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-9H,1H2,2-3H3/b7-4-
• InChI Key: PJCYDTKNZVGNGP-DAXSKMNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 109741-40-4
• 7-methoxy-8-[(1Z)-3-methylbuta-1,3-dienyl]chromen-2-one
• AKOS040761510
• FS-9396
• (Z)-7-Methoxy-8-(3-methylbuta-1,3-dien-1-yl)-2H-chromen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7706	77.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6919	69.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9848	98.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5888	58.88%
P-glycoprotein inhibitior	-	0.7145	71.45%
P-glycoprotein substrate	-	0.8864	88.64%
CYP3A4 substrate	-	0.5664	56.64%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	+	0.6128	61.28%
CYP2C9 inhibition	-	0.5610	56.10%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	+	0.9259	92.59%
CYP2C8 inhibition	-	0.6615	66.15%
CYP inhibitory promiscuity	+	0.8918	89.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9512	95.12%
Eye irritation	+	0.7429	74.29%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6487	64.87%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7327	73.27%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5982	59.82%
Acute Oral Toxicity (c)	II	0.4872	48.72%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.7714	77.14%
Thyroid receptor binding	+	0.6138	61.38%
Glucocorticoid receptor binding	+	0.7508	75.08%
Aromatase binding	+	0.8616	86.16%
PPAR gamma	+	0.7304	73.04%
Honey bee toxicity	-	0.8462	84.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.25%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.98%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.27%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.59%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	83.67%	90.20%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 13917397
• LOTUS: LTS0230961
• wikiData: Q105209884