[3-(2,4-Dihydroxybenzoyl)-4,6,7-trihydroxy-1-(4-hydroxyphenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-(2,4-dihydroxyphenyl)methanone

Details

• Internal ID: dc427aa6-a3a9-4adf-8de4-8569a2c2e44f
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: [3-(2,4-dihydroxybenzoyl)-4,6,7-trihydroxy-1-(4-hydroxyphenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-(2,4-dihydroxyphenyl)methanone
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(C(C3=CC(=C(C=C23)O)O)O)C(=O)C4=C(C=C(C=C4)O)O)C(=O)C5=C(C=C(C=C5)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C(C(C3=CC(=C(C=C23)O)O)O)C(=O)C4=C(C=C(C=C4)O)O)C(=O)C5=C(C=C(C=C5)O)O)O
• InChI: InChI=1S/C30H24O10/c31-14-3-1-13(2-4-14)25-19-11-23(36)24(37)12-20(19)30(40)27(29(39)18-8-6-16(33)10-22(18)35)26(25)28(38)17-7-5-15(32)9-21(17)34/h1-12,25-27,30-37,40H
• InChI Key: AULXDIRHWKUVNR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₁₀
• Molecular Weight: 544.50 g/mol
• Exact Mass: 544.13694696 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9562	95.62%
Caco-2	-	0.8789	87.89%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6866	68.66%
OATP2B1 inhibitior	-	0.5574	55.74%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6120	61.20%
P-glycoprotein inhibitior	-	0.6558	65.58%
P-glycoprotein substrate	-	0.7707	77.07%
CYP3A4 substrate	-	0.5140	51.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.7255	72.55%
CYP2C9 inhibition	+	0.6143	61.43%
CYP2C19 inhibition	-	0.9342	93.42%
CYP2D6 inhibition	-	0.8933	89.33%
CYP1A2 inhibition	+	0.7432	74.32%
CYP2C8 inhibition	+	0.5784	57.84%
CYP inhibitory promiscuity	-	0.7231	72.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8875	88.75%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.5457	54.57%
Skin irritation	+	0.6855	68.55%
Skin corrosion	-	0.8733	87.33%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3921	39.21%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5926	59.26%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5978	59.78%
Acute Oral Toxicity (c)	III	0.4910	49.10%
Estrogen receptor binding	+	0.7494	74.94%
Androgen receptor binding	+	0.8186	81.86%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6852	68.52%
Aromatase binding	-	0.7181	71.81%
PPAR gamma	+	0.7972	79.72%
Honey bee toxicity	-	0.8002	80.02%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9861	98.61%

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	96.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL3194	P02766	Transthyretin	87.16%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.38%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.77%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.55%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.06%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.16%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.11%	89.67%

Plants that contains it

• Myracrodruon urundeuva

Cross-Links

• PubChem: 162959745
• LOTUS: LTS0223100
• wikiData: Q104919014