1,7-Bis-(3,4-dihydroxyphenyl)-heptane-5-ol

Details

• Internal ID: e90aef04-72f1-4a30-91bd-1880d4fd7266
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 4-[7-(3,4-dihydroxyphenyl)-5-hydroxyheptyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=C(C=C1CCCCC(CCC2=CC(=C(C=C2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCCCC(CCC2=CC(=C(C=C2)O)O)O)O)O
• InChI: InChI=1S/C19H24O5/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/h6-7,9-12,15,20-24H,1-5,8H2
• InChI Key: KCWHZHZEQUHBCW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9250	92.50%
Caco-2	-	0.6673	66.73%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9135	91.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9569	95.69%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6424	64.24%
P-glycoprotein inhibitior	-	0.6691	66.91%
P-glycoprotein substrate	-	0.8019	80.19%
CYP3A4 substrate	-	0.6014	60.14%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.4045	40.45%
CYP3A4 inhibition	-	0.8536	85.36%
CYP2C9 inhibition	-	0.7873	78.73%
CYP2C19 inhibition	-	0.7146	71.46%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7152	71.52%
CYP2C8 inhibition	-	0.8109	81.09%
CYP inhibitory promiscuity	-	0.8559	85.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.5283	52.83%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8292	82.92%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	+	0.5264	52.64%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7875	78.75%
Acute Oral Toxicity (c)	III	0.7808	78.08%
Estrogen receptor binding	+	0.9011	90.11%
Androgen receptor binding	+	0.8610	86.10%
Thyroid receptor binding	+	0.6914	69.14%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.5199	51.99%
PPAR gamma	+	0.8483	84.83%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	98.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.43%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.72%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.14%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.24%	93.81%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.13%	96.37%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.75%	99.17%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.43%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.48%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.28%	99.15%

Plants that contains it

• Pinus flexilis

Cross-Links

• PubChem: 21672146
• LOTUS: LTS0184817
• wikiData: Q105138982