5,6-Dihydroxycyclohexa-1,3-diene-1-carboxylic acid

Details

• Internal ID: 14a1ddbd-8a66-4254-a390-5a6abc49d38a
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 5,6-dihydroxycyclohexa-1,3-diene-1-carboxylic acid
• SMILES (Canonical): C1=CC(C(C(=C1)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(C(C(=C1)C(=O)O)O)O
• InChI: InChI=1S/C7H8O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,5-6,8-9H,(H,10,11)
• InChI Key: INCSWYKICIYAHB-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.14 g/mol
• Exact Mass: 156.04225873 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 100459-00-5
• 2,3-dihydroxy-2,3-dihydrobenzoic acid
• 2,3-dihydro-2,3-dihydroxybenzoic acid
• SCHEMBL638361
• CHEBI:15941
• DTXSID30274252
• 2,4-Cyclohexadiene-1-carboxylicacid,1,6-dihydroxy-,(1R,6S)-rel
• Q27098309

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8809	88.09%
Caco-2	-	0.6974	69.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.9774	97.74%
P-glycoprotein inhibitior	-	0.9862	98.62%
P-glycoprotein substrate	-	0.9743	97.43%
CYP3A4 substrate	-	0.7406	74.06%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.9205	92.05%
CYP2C9 inhibition	-	0.8731	87.31%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	-	0.9425	94.25%
CYP inhibitory promiscuity	-	0.8817	88.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9576	95.76%
Eye irritation	+	0.8387	83.87%
Skin irritation	+	0.6494	64.94%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9197	91.97%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.6013	60.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5997	59.97%
Acute Oral Toxicity (c)	IV	0.6988	69.88%
Estrogen receptor binding	-	0.9258	92.58%
Androgen receptor binding	-	0.9317	93.17%
Thyroid receptor binding	-	0.7455	74.55%
Glucocorticoid receptor binding	-	0.8508	85.08%
Aromatase binding	-	0.9059	90.59%
PPAR gamma	-	0.6688	66.88%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8826	88.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1811	P34995	Prostanoid EP1 receptor	88.92%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.75%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	84.37%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 3
• NPASS: NPC285775