(S)-5,3'-Dihydroxy-2,4-dimethoxydalbergiquinol

Details

• Internal ID: 447910af-4ff4-4e8b-ba23-e7d8a99352d2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 5-[(1S)-1-(3-hydroxyphenyl)prop-2-enyl]-2,4-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=C(C=C1C(C=C)C2=CC(=CC=C2)O)O)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1[C@@H](C=C)C2=CC(=CC=C2)O)O)OC
• InChI: InChI=1S/C17H18O4/c1-4-13(11-6-5-7-12(18)8-11)14-9-15(19)17(21-3)10-16(14)20-2/h4-10,13,18-19H,1H2,2-3H3/t13-/m0/s1
• InChI Key: QPMNRZAZYQAWCN-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• LMPK12100066

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.8154	81.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7279	72.79%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4500	45.00%
P-glycoprotein inhibitior	-	0.7284	72.84%
P-glycoprotein substrate	-	0.7630	76.30%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	+	0.3888	38.88%
CYP3A4 inhibition	+	0.5954	59.54%
CYP2C9 inhibition	-	0.6096	60.96%
CYP2C19 inhibition	+	0.7326	73.26%
CYP2D6 inhibition	-	0.8414	84.14%
CYP1A2 inhibition	+	0.8529	85.29%
CYP2C8 inhibition	-	0.6263	62.63%
CYP inhibitory promiscuity	+	0.7722	77.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7621	76.21%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9570	95.70%
Eye irritation	+	0.7316	73.16%
Skin irritation	-	0.6992	69.92%
Skin corrosion	-	0.8152	81.52%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6911	69.11%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5860	58.60%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7173	71.73%
Acute Oral Toxicity (c)	III	0.7037	70.37%
Estrogen receptor binding	+	0.7880	78.80%
Androgen receptor binding	-	0.5664	56.64%
Thyroid receptor binding	+	0.7570	75.70%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.7665	76.65%
PPAR gamma	+	0.6040	60.40%
Honey bee toxicity	-	0.6469	64.69%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	96.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.73%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	88.15%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.74%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	86.23%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.85%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.51%	94.45%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.02%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.70%	90.00%

Plants that contains it

• Dalbergia cultrata

Cross-Links

• PubChem: 44257554
• LOTUS: LTS0230430
• wikiData: Q76546293