6-Hydroxy-7-(7-hydroxy-3,7-dimethylocta-2,5-dienoxy)chromen-2-one

Details

• Internal ID: 51ba3e4f-2c6b-4ad2-a6c8-44fd467e7d5b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 6-hydroxy-7-(7-hydroxy-3,7-dimethylocta-2,5-dienoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C=C2C=CC(=O)OC2=C1)O)CC=CC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=C(C=C2C=CC(=O)OC2=C1)O)CC=CC(C)(C)O
• InChI: InChI=1S/C19H22O5/c1-13(5-4-9-19(2,3)22)8-10-23-17-12-16-14(11-15(17)20)6-7-18(21)24-16/h4,6-9,11-12,20,22H,5,10H2,1-3H3
• InChI Key: HNVAOURGRAGCKB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9637	96.37%
Caco-2	+	0.6525	65.25%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.8723	87.23%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9308	93.08%
P-glycoprotein inhibitior	-	0.6441	64.41%
P-glycoprotein substrate	-	0.7825	78.25%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	+	0.7008	70.08%
CYP2C19 inhibition	+	0.8059	80.59%
CYP2D6 inhibition	-	0.7236	72.36%
CYP1A2 inhibition	+	0.9114	91.14%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7121	71.21%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6556	65.56%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8348	83.48%
Skin irritation	-	0.7551	75.51%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7950	79.50%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7707	77.07%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6144	61.44%
Acute Oral Toxicity (c)	III	0.6224	62.24%
Estrogen receptor binding	+	0.9346	93.46%
Androgen receptor binding	+	0.5262	52.62%
Thyroid receptor binding	+	0.6931	69.31%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.8107	81.07%
PPAR gamma	+	0.8375	83.75%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.98%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.27%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.21%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.00%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	91.03%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	85.26%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.13%	96.95%
CHEMBL4208	P20618	Proteasome component C5	83.28%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.16%	80.78%

Plants that contains it

• Haplopappus multifolius

Cross-Links

• PubChem: 91380560
• LOTUS: LTS0173243
• wikiData: Q105031083