5,6-Dihydroxy-2-methylcyclohex-3-ene-1-carboxylic acid

Details

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Internal ID ca89a768-8ce5-4a14-be50-e8405df6daa1
Taxonomy Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name 5,6-dihydroxy-2-methylcyclohex-3-ene-1-carboxylic acid
SMILES (Canonical) CC1C=CC(C(C1C(=O)O)O)O
SMILES (Isomeric) CC1C=CC(C(C1C(=O)O)O)O
InChI InChI=1S/C8H12O4/c1-4-2-3-5(9)7(10)6(4)8(11)12/h2-7,9-10H,1H3,(H,11,12)
InChI Key RHXXZFQMAAFQOC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C8H12O4
Molecular Weight 172.18 g/mol
Exact Mass 172.07355886 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,6-Dihydroxy-2-methylcyclohex-3-ene-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8434 84.34%
Caco-2 - 0.8316 83.16%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7484 74.84%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.9160 91.60%
OATP1B3 inhibitior + 0.9811 98.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9838 98.38%
BSEP inhibitior - 0.9782 97.82%
P-glycoprotein inhibitior - 0.9742 97.42%
P-glycoprotein substrate - 0.9607 96.07%
CYP3A4 substrate - 0.6229 62.29%
CYP2C9 substrate + 0.6040 60.40%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.8617 86.17%
CYP2C9 inhibition - 0.8913 89.13%
CYP2C19 inhibition - 0.9688 96.88%
CYP2D6 inhibition - 0.9646 96.46%
CYP1A2 inhibition - 0.9359 93.59%
CYP2C8 inhibition - 0.9814 98.14%
CYP inhibitory promiscuity - 0.9472 94.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7923 79.23%
Carcinogenicity (trinary) Non-required 0.7176 71.76%
Eye corrosion - 0.9206 92.06%
Eye irritation - 0.8103 81.03%
Skin irritation + 0.6806 68.06%
Skin corrosion - 0.6989 69.89%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8799 87.99%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.5059 50.59%
skin sensitisation - 0.5568 55.68%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity - 0.5889 58.89%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity - 0.7526 75.26%
Acute Oral Toxicity (c) III 0.4798 47.98%
Estrogen receptor binding - 0.9126 91.26%
Androgen receptor binding - 0.8590 85.90%
Thyroid receptor binding - 0.8424 84.24%
Glucocorticoid receptor binding - 0.9168 91.68%
Aromatase binding - 0.8783 87.83%
PPAR gamma - 0.8495 84.95%
Honey bee toxicity - 0.9230 92.30%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.8360 83.60%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 95.87% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.19% 96.09%
CHEMBL2581 P07339 Cathepsin D 87.72% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.32% 91.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Carpobrotus edulis

Cross-Links

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PubChem 73299234
LOTUS LTS0187359
wikiData Q104196617