4-Hydroxycyclohexanecarboxylic acid

Details

• Internal ID: e88ae601-1c7c-4dc5-bba6-8f43d945cbf5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclohexanols
• IUPAC Name: 4-hydroxycyclohexane-1-carboxylic acid
• InChI: InChI=1S/C7H12O3/c8-6-3-1-5(2-4-6)7(9)10/h5-6,8H,1-4H2,(H,9,10)
• InChI Key: HCFRWBBJISAZNK-UHFFFAOYSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17 g/mol
• Exact Mass: 144.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 4-Hydroxycyclohexanecarboxylic acid
• cis-4-Hydroxycyclohexanecarboxylic Acid
• 3685-26-5
• 17419-81-7
• 3685-22-1
• 4-hydroxycyclohexane-1-carboxylic acid
• Trans 4-hydroxycyclohexane carboxylic acid
• 4-Hydroxycyclohexylcarboxylic acid
• Cyclohexanecarboxylic acid, 4-hydroxy-, cis-
• Cyclohexanecarboxylic acid, 4-hydroxy-, trans-
• (1s,4s)-4-Hydroxycyclohexanecarboxylic acid
• MFCD00077974
• MFCD02093477
• MFCD04038017
• TRANS-4-HYDROXYCYCLOHEXANECARBOXYLICACID
• 4-hydroxycyclohexane
• Cyclohexanecarboxylic acid, 4-hydroxy-
• 4-Hchc
• (1r,4r)-4-hydroxycyclohexanecarboxylic acid
• 4-Hydroxycyclohexane carboxylic acid
• 4-hydroxycylohexanecarboxylic acid
• (1s,4s)-4-hydroxycyclohexane-1-carboxylic acid
• SCHEMBL160291
• SCHEMBL482042
• SCHEMBL601356
• SCHEMBL8122649
• SCHEMBL10444969
• CHEBI:16817
• CHEBI:89341
• HCFRWBBJISAZNK-UHFFFAOYSA-
• DTXSID30190327
• HCFRWBBJISAZNK-UHFFFAOYSA-N
• DTXSID901015736
• 4-hydroxy-cyclohexanecarboxylic acid
• AMY34072
• BCP28156
• BCP30118
• CS-M0763
• AC-495
• AM9676
• AM9679
• s6069
• cis-4-HydroxycyclohexanecarboxylicAcid
• AKOS004120820
• AKOS006240038
• AKOS006379357
• CS-W016391
• DS-4536
• HY-W015675
• SB11014
• SB11015
• SB15659
• Cis-4-hydroxy-cyclohexanecarboxylic acid
• cis-4-Hydroxycyclohexane carboxylic acid
• (cis)-4-hydroxycyclohexanecarboxylic acid
• AS-50460
• BP-10793
• BP-12592
• BP-21175
• HY-76199
• PD099462
• PD124080
• SY011571
• SY011572
• SY016503
• SY285104
• trans-4-hydroxy-cyclohexanecarboxylic acid
• Trans-4-hydroxycyclohexane carboxylic acid
• TS-01880
• (trans)-4-hydroxycyclohexanecarboxylic acid
• 4-Amino-1-ethyl-4-piperidinecarboxylicacid
• Cyclohexanecarboxylicacid,4-hydroxy-,trans-
• 1-(2,4-DINITROPHENYL)-PIPERAZINEHCL
• CS-0049675
• FT-0618710
• FT-0656895
• FT-0700977
• H0960
• H0980
• H1175
• EN300-51638
• 4-Hydroxycyclohexanecarboxylic acid, AldrichCPR
• C04404
• P10217
• P10288
• A811620
• A823404
• A874260
• cis-4-Hydroxycyclohexanecarboxylic acid, AldrichCPR
• Q27102091
• Q27161527
• Z336079608
• InChI=1/C7H12O3/c8-6-3-1-5(2-4-6)7(9)10/h5-6,8H,1-4H2,(H,9,10)
• Trans-4-hydroxycyclohexanecarboxylic acid;4-Hydroxycyclohexane-1-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.8474	84.74%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9262	92.62%
OATP2B1 inhibitior	-	0.8140	81.40%
OATP1B1 inhibitior	+	0.9764	97.64%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9796	97.96%
P-glycoprotein inhibitior	-	0.9924	99.24%
P-glycoprotein substrate	-	0.9868	98.68%
CYP3A4 substrate	-	0.6850	68.50%
CYP2C9 substrate	+	0.6012	60.12%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9751	97.51%
CYP2C9 inhibition	-	0.9553	95.53%
CYP2C19 inhibition	-	0.9396	93.96%
CYP2D6 inhibition	-	0.9726	97.26%
CYP1A2 inhibition	-	0.9720	97.20%
CYP2C8 inhibition	-	0.9815	98.15%
CYP inhibitory promiscuity	-	0.9905	99.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9335	93.35%
Carcinogenicity (trinary)	Non-required	0.7033	70.33%
Eye corrosion	-	0.5770	57.70%
Eye irritation	+	0.9801	98.01%
Skin irritation	+	0.5978	59.78%
Skin corrosion	-	0.7681	76.81%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7889	78.89%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7922	79.22%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6719	67.19%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7702	77.02%
Acute Oral Toxicity (c)	III	0.6878	68.78%
Estrogen receptor binding	-	0.8846	88.46%
Androgen receptor binding	-	0.8173	81.73%
Thyroid receptor binding	-	0.8908	89.08%
Glucocorticoid receptor binding	-	0.6986	69.86%
Aromatase binding	-	0.8259	82.59%
PPAR gamma	-	0.9121	91.21%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.4687	46.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.03%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	83.77%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.29%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.58%	91.19%

Plants that contains it

• Tsuga dumosa

Cross-Links

• PubChem: 151138
• LOTUS: LTS0171647
• wikiData: Q27161527