1,7-Bis(3,4-dihydroxyphenyl)heptan-3-one

Details

• Internal ID: 2be13457-d00c-4226-a1f7-f2ca74f5b4c4
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1,7-bis(3,4-dihydroxyphenyl)heptan-3-one
• SMILES (Canonical): C1=CC(=C(C=C1CCCCC(=O)CCC2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCCCC(=O)CCC2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C19H22O5/c20-15(8-5-14-7-10-17(22)19(24)12-14)4-2-1-3-13-6-9-16(21)18(23)11-13/h6-7,9-12,21-24H,1-5,8H2
• InChI Key: UHRUXUCWHIGENP-UHFFFAOYSA-N
• Popularity: 2 references 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): 98.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• 886226-15-9
• Muricarpone B
• SCHEMBL12659724
• ACon1_002176
• CHEBI:192667
• AKOS040762864
• Muricarpone B, >=85% (LC/MS-UV)
• NCGC00179754-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9221	92.21%
Caco-2	-	0.7556	75.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9358	93.58%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7245	72.45%
P-glycoprotein inhibitior	-	0.6789	67.89%
P-glycoprotein substrate	-	0.9070	90.70%
CYP3A4 substrate	-	0.6077	60.77%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.6771	67.71%
CYP3A4 inhibition	-	0.6596	65.96%
CYP2C9 inhibition	+	0.5522	55.22%
CYP2C19 inhibition	+	0.5662	56.62%
CYP2D6 inhibition	-	0.8862	88.62%
CYP1A2 inhibition	+	0.6728	67.28%
CYP2C8 inhibition	-	0.6157	61.57%
CYP inhibitory promiscuity	-	0.7479	74.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.7598	75.98%
Skin irritation	-	0.6260	62.60%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7643	76.43%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.5733	57.33%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7786	77.86%
Acute Oral Toxicity (c)	III	0.7948	79.48%
Estrogen receptor binding	+	0.8484	84.84%
Androgen receptor binding	+	0.8169	81.69%
Thyroid receptor binding	+	0.6156	61.56%
Glucocorticoid receptor binding	+	0.6635	66.35%
Aromatase binding	+	0.6443	64.43%
PPAR gamma	+	0.8288	82.88%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	98.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.29%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.97%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL3194	P02766	Transthyretin	84.47%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.26%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.99%	95.17%
CHEMBL4208	P20618	Proteasome component C5	82.54%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.03%	94.73%

Plants that contains it

• Hunteria umbellata

Cross-Links

• PubChem: 11573476
• LOTUS: LTS0101174
• wikiData: Q105024343