4-[(3,4-Dihydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol

Details

• Internal ID: 571a09c1-4995-4337-b2bb-8cb13b3a35a9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-[(3,4-dihydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol
• SMILES (Canonical): C1=CC(=C(C=C1CC2=CC(=C(C=C2CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC2=CC(=C(C=C2CO)O)O)O)O
• InChI: InChI=1S/C14H14O5/c15-7-10-6-14(19)13(18)5-9(10)3-8-1-2-11(16)12(17)4-8/h1-2,4-6,15-19H,3,7H2
• InChI Key: ICHHNWYBLKUNGP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9042	90.42%
Caco-2	-	0.5970	59.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8712	87.12%
OATP2B1 inhibitior	-	0.5530	55.30%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8300	83.00%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.9623	96.23%
CYP3A4 substrate	-	0.6676	66.76%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.3502	35.02%
CYP3A4 inhibition	-	0.5922	59.22%
CYP2C9 inhibition	+	0.5475	54.75%
CYP2C19 inhibition	-	0.5663	56.63%
CYP2D6 inhibition	-	0.8230	82.30%
CYP1A2 inhibition	+	0.6627	66.27%
CYP2C8 inhibition	-	0.8566	85.66%
CYP inhibitory promiscuity	+	0.5585	55.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7430	74.30%
Carcinogenicity (trinary)	Non-required	0.6389	63.89%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.9786	97.86%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4936	49.36%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.6030	60.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6026	60.26%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.7618	76.18%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.6663	66.63%
Thyroid receptor binding	+	0.6604	66.04%
Glucocorticoid receptor binding	+	0.8445	84.45%
Aromatase binding	+	0.9069	90.69%
PPAR gamma	+	0.8099	80.99%
Honey bee toxicity	-	0.8101	81.01%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	98.44%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.11%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.17%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.83%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.66%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.11%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44446406
• LOTUS: LTS0232993
• wikiData: Q105110980