(+)-4'-Hydroxy-4-methoxydalbergione

Details

• Internal ID: 57ee36d8-c36d-4a66-8578-dc044a781681
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Dalbergiones
• IUPAC Name: 2-[(1R)-1-(4-hydroxyphenyl)prop-2-enyl]-5-methoxycyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C(=CC1=O)C(C=C)C2=CC=C(C=C2)O
• SMILES (Isomeric): COC1=CC(=O)C(=CC1=O)[C@H](C=C)C2=CC=C(C=C2)O
• InChI: InChI=1S/C16H14O4/c1-3-12(10-4-6-11(17)7-5-10)13-8-15(19)16(20-2)9-14(13)18/h3-9,12,17H,1H2,2H3/t12-/m1/s1
• InChI Key: DLCVFIMWFKVRTM-GFCCVEGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6317	63.17%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8433	84.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6306	63.06%
P-glycoprotein inhibitior	-	0.8644	86.44%
P-glycoprotein substrate	-	0.8540	85.40%
CYP3A4 substrate	-	0.5394	53.94%
CYP2C9 substrate	-	0.7821	78.21%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.6706	67.06%
CYP2C9 inhibition	-	0.7339	73.39%
CYP2C19 inhibition	+	0.5356	53.56%
CYP2D6 inhibition	-	0.9171	91.71%
CYP1A2 inhibition	+	0.6715	67.15%
CYP2C8 inhibition	-	0.7735	77.35%
CYP inhibitory promiscuity	-	0.5090	50.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6996	69.96%
Carcinogenicity (trinary)	Non-required	0.5788	57.88%
Eye corrosion	-	0.9367	93.67%
Eye irritation	+	0.5857	58.57%
Skin irritation	-	0.6170	61.70%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5889	58.89%
Human Ether-a-go-go-Related Gene inhibition	-	0.7749	77.49%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5980	59.80%
skin sensitisation	-	0.6528	65.28%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6515	65.15%
Acute Oral Toxicity (c)	III	0.4580	45.80%
Estrogen receptor binding	+	0.5802	58.02%
Androgen receptor binding	+	0.6538	65.38%
Thyroid receptor binding	-	0.5959	59.59%
Glucocorticoid receptor binding	+	0.7040	70.40%
Aromatase binding	+	0.5865	58.65%
PPAR gamma	+	0.5475	54.75%
Honey bee toxicity	-	0.7736	77.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9867	98.67%

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	97.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.30%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.22%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.58%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.22%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.82%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.14%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	80.37%	98.35%

Plants that contains it

• Dalbergia odorifera

Cross-Links

• PubChem: 51394747
• NPASS: NPC217840
• LOTUS: LTS0237260
• wikiData: Q104984160