3-Hydroxy-3-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)propanoic acid

Details

• Internal ID: 1f7370e9-5150-48fd-969b-185f6f74c978
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 3-hydroxy-3-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)propanoic acid
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C(CC(=O)O)O
• SMILES (Isomeric): CC1=C(C(CC(C1)O)(C)C)C(CC(=O)O)O
• InChI: InChI=1S/C12H20O4/c1-7-4-8(13)6-12(2,3)11(7)9(14)5-10(15)16/h8-9,13-14H,4-6H2,1-3H3,(H,15,16)
• InChI Key: FSOYBCXXCQPHMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28 g/mol
• Exact Mass: 228.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9453	94.53%
Caco-2	+	0.6010	60.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7322	73.22%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8308	83.08%
P-glycoprotein inhibitior	-	0.9676	96.76%
P-glycoprotein substrate	-	0.8014	80.14%
CYP3A4 substrate	-	0.5255	52.55%
CYP2C9 substrate	-	0.6262	62.62%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8482	84.82%
CYP2C9 inhibition	-	0.7969	79.69%
CYP2C19 inhibition	-	0.7128	71.28%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.9372	93.72%
CYP2C8 inhibition	-	0.9461	94.61%
CYP inhibitory promiscuity	-	0.8837	88.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6361	63.61%
Eye corrosion	-	0.9846	98.46%
Eye irritation	+	0.9611	96.11%
Skin irritation	-	0.5556	55.56%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7796	77.96%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	-	0.5745	57.45%
skin sensitisation	+	0.6277	62.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6340	63.40%
Acute Oral Toxicity (c)	III	0.3746	37.46%
Estrogen receptor binding	-	0.7770	77.70%
Androgen receptor binding	-	0.7254	72.54%
Thyroid receptor binding	-	0.6114	61.14%
Glucocorticoid receptor binding	-	0.5942	59.42%
Aromatase binding	-	0.7659	76.59%
PPAR gamma	-	0.6463	64.63%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9575	95.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.59%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	90.53%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.71%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.17%	94.45%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 22297515
• LOTUS: LTS0018793
• wikiData: Q105254209