4,4'-(3,5-Dihydroxyheptane-1,7-diyl)bis(benzene-1,2-diol)

Details

• Internal ID: 5f3079dd-ac14-4c9e-8c78-7527aca84b88
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 4-[7-(3,4-dihydroxyphenyl)-3,5-dihydroxyheptyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=C(C=C1CCC(CC(CCC2=CC(=C(C=C2)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCC(CC(CCC2=CC(=C(C=C2)O)O)O)O)O)O
• InChI: InChI=1S/C19H24O6/c20-14(5-1-12-3-7-16(22)18(24)9-12)11-15(21)6-2-13-4-8-17(23)19(25)10-13/h3-4,7-10,14-15,20-25H,1-2,5-6,11H2
• InChI Key: DACLCJIHILFMRQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• 408324-01-6
• starbld0016149

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8082	80.82%
Caco-2	-	0.7247	72.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	0.7216	72.16%
OATP1B1 inhibitior	+	0.9572	95.72%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5781	57.81%
P-glycoprotein inhibitior	-	0.6665	66.65%
P-glycoprotein substrate	-	0.8237	82.37%
CYP3A4 substrate	-	0.6716	67.16%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.4045	40.45%
CYP3A4 inhibition	-	0.7401	74.01%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.6412	64.12%
CYP2C8 inhibition	-	0.9268	92.68%
CYP inhibitory promiscuity	-	0.8492	84.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.5875	58.75%
Skin irritation	-	0.5945	59.45%
Skin corrosion	-	0.8221	82.21%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8433	84.33%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.5112	51.12%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.7845	78.45%
Estrogen receptor binding	+	0.9006	90.06%
Androgen receptor binding	+	0.8359	83.59%
Thyroid receptor binding	+	0.6959	69.59%
Glucocorticoid receptor binding	+	0.6677	66.77%
Aromatase binding	+	0.5695	56.95%
PPAR gamma	+	0.8258	82.58%
Honey bee toxicity	-	0.8178	81.78%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9558	95.58%

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	98.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.94%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.19%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.11%	99.15%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	85.20%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.98%	93.81%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.69%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.67%	90.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.54%	96.37%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%

Plants that contains it

• Tacca chantrieri

Cross-Links

• PubChem: 15289433
• LOTUS: LTS0036837
• wikiData: Q104973403