1,7-Bis(4-hydroxy-3-methoxyphenyl)heptan-3-one

Details

• Internal ID: bdd9067e-0be1-4045-9ffb-6fbdd532f0a4
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CCCCC(=O)CCC2=CC(=C(C=C2)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCCCC(=O)CCC2=CC(=C(C=C2)O)OC)O
• InChI: InChI=1S/C21H26O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h8-9,11-14,23-24H,3-7,10H2,1-2H3
• InChI Key: GEOHKKVNXDYCNZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• CHEMBL1086760
• 1,7-bis(4-hydroxy-3-methoxy-phenyl)heptan-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.5180	51.80%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9567	95.67%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9114	91.14%
P-glycoprotein inhibitior	-	0.4328	43.28%
P-glycoprotein substrate	-	0.7613	76.13%
CYP3A4 substrate	+	0.5081	50.81%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	+	0.4083	40.83%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	+	0.5182	51.82%
CYP2C19 inhibition	+	0.8180	81.80%
CYP2D6 inhibition	-	0.7910	79.10%
CYP1A2 inhibition	+	0.7871	78.71%
CYP2C8 inhibition	+	0.9260	92.60%
CYP inhibitory promiscuity	-	0.5318	53.18%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8054	80.54%
Carcinogenicity (trinary)	Non-required	0.7256	72.56%
Eye corrosion	-	0.9742	97.42%
Eye irritation	+	0.5504	55.04%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3660	36.60%
Micronuclear	-	0.7282	72.82%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7804	78.04%
Acute Oral Toxicity (c)	III	0.7224	72.24%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.6765	67.65%
Thyroid receptor binding	+	0.7587	75.87%
Glucocorticoid receptor binding	+	0.8067	80.67%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.9367	93.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9723	97.23%

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	97.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.10%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.75%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.10%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.47%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	88.46%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.51%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.84%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.41%	96.95%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 46881062
• NPASS: NPC53305
• ChEMBL: CHEMBL1086760
• LOTUS: LTS0260565
• wikiData: Q105007258