Chlorogentisyl alcohol

Details

• Internal ID: 115be62c-33ef-4bb6-81d2-e121f7ec2f43
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 2-[chloro(hydroxy)methyl]benzene-1,4-diol
• SMILES (Canonical): C1=CC(=C(C=C1O)C(O)Cl)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)C(O)Cl)O
• InChI: InChI=1S/C7H7ClO3/c8-7(11)5-3-4(9)1-2-6(5)10/h1-3,7,9-11H
• InChI Key: GTLYTLMCMJETRH-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₇ClO₃
• Molecular Weight: 174.58 g/mol
• Exact Mass: 174.0083718 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.5254	52.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9508	95.08%
P-glycoprotein inhibitior	-	0.9854	98.54%
P-glycoprotein substrate	-	0.9669	96.69%
CYP3A4 substrate	-	0.7089	70.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7339	73.39%
CYP3A4 inhibition	-	0.6623	66.23%
CYP2C9 inhibition	+	0.5263	52.63%
CYP2C19 inhibition	+	0.6112	61.12%
CYP2D6 inhibition	-	0.9030	90.30%
CYP1A2 inhibition	+	0.6117	61.17%
CYP2C8 inhibition	-	0.8411	84.11%
CYP inhibitory promiscuity	+	0.5817	58.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6314	63.14%
Carcinogenicity (trinary)	Non-required	0.7013	70.13%
Eye corrosion	+	0.8513	85.13%
Eye irritation	+	0.8606	86.06%
Skin irritation	+	0.9071	90.71%
Skin corrosion	+	0.9091	90.91%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7990	79.90%
Micronuclear	+	0.6042	60.42%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.9592	95.92%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4645	46.45%
Acute Oral Toxicity (c)	III	0.4999	49.99%
Estrogen receptor binding	+	0.5812	58.12%
Androgen receptor binding	-	0.7095	70.95%
Thyroid receptor binding	+	0.5598	55.98%
Glucocorticoid receptor binding	-	0.7333	73.33%
Aromatase binding	-	0.7635	76.35%
PPAR gamma	+	0.5450	54.50%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9150	91.50%

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	96.83%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.91%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	88.32%	98.35%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.98%	97.23%
CHEMBL3194	P02766	Transthyretin	84.88%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.43%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.49%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.98%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.81%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90471529
• LOTUS: LTS0181376
• wikiData: Q105019011