Dalberatin B

Details

• Internal ID: d4c1950d-3593-4f11-a533-9719c9481eda
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 4-[(E)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enyl]-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=C(C=C1)O)C=CCC2=C(C(=C(C=C2)O)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1)O)/C=C/CC2=C(C(=C(C=C2)O)OC)OC
• InChI: InChI=1S/C18H20O5/c1-21-14-8-10-15(19)13(11-14)6-4-5-12-7-9-16(20)18(23-3)17(12)22-2/h4,6-11,19-20H,5H2,1-3H3/b6-4+
• InChI Key: OJCPRXZOVVHWKG-GQCTYLIASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL461614

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.8202	82.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5537	55.37%
P-glycoprotein inhibitior	-	0.7502	75.02%
P-glycoprotein substrate	-	0.8991	89.91%
CYP3A4 substrate	-	0.5789	57.89%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.4021	40.21%
CYP3A4 inhibition	-	0.6834	68.34%
CYP2C9 inhibition	-	0.6684	66.84%
CYP2C19 inhibition	+	0.7139	71.39%
CYP2D6 inhibition	-	0.7281	72.81%
CYP1A2 inhibition	+	0.6656	66.56%
CYP2C8 inhibition	+	0.4463	44.63%
CYP inhibitory promiscuity	+	0.8565	85.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7521	75.21%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.5641	56.41%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4321	43.21%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.5935	59.35%
skin sensitisation	-	0.6778	67.78%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.8301	83.01%
Acute Oral Toxicity (c)	III	0.7086	70.86%
Estrogen receptor binding	+	0.9121	91.21%
Androgen receptor binding	+	0.7267	72.67%
Thyroid receptor binding	+	0.7333	73.33%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.6842	68.42%
PPAR gamma	+	0.5172	51.72%
Honey bee toxicity	-	0.9286	92.86%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	99.47%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.72%	99.15%
CHEMBL4208	P20618	Proteasome component C5	92.55%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.44%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.06%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.52%	90.24%
CHEMBL2535	P11166	Glucose transporter	81.31%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

• Dalbergia cultrata

Cross-Links

• PubChem: 10471008
• LOTUS: LTS0013040
• wikiData: Q105192997