(5R)-5-hydroxy-2,3,3-trimethylcyclohexene-1-carboxylic acid

Details

• Internal ID: 7380a316-6acc-4157-a8f9-a68d2718af37
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (5R)-5-hydroxy-2,3,3-trimethylcyclohexene-1-carboxylic acid
• SMILES (Canonical): CC1=C(CC(CC1(C)C)O)C(=O)O
• SMILES (Isomeric): CC1=C(C[C@@H](CC1(C)C)O)C(=O)O
• InChI: InChI=1S/C10H16O3/c1-6-8(9(12)13)4-7(11)5-10(6,2)3/h7,11H,4-5H2,1-3H3,(H,12,13)/t7-/m0/s1
• InChI Key: HMGSPQHNDSWPPQ-ZETCQYMHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8240	82.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8347	83.47%
OATP2B1 inhibitior	-	0.8394	83.94%
OATP1B1 inhibitior	+	0.9470	94.70%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9073	90.73%
P-glycoprotein inhibitior	-	0.9673	96.73%
P-glycoprotein substrate	-	0.9300	93.00%
CYP3A4 substrate	-	0.5851	58.51%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.9420	94.20%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.9005	90.05%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9565	95.65%
CYP2C8 inhibition	-	0.9521	95.21%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7856	78.56%
Carcinogenicity (trinary)	Non-required	0.5964	59.64%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.8587	85.87%
Skin irritation	+	0.5480	54.80%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7930	79.30%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.8149	81.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5644	56.44%
Acute Oral Toxicity (c)	III	0.6873	68.73%
Estrogen receptor binding	-	0.9171	91.71%
Androgen receptor binding	-	0.8070	80.70%
Thyroid receptor binding	-	0.8215	82.15%
Glucocorticoid receptor binding	-	0.9364	93.64%
Aromatase binding	-	0.7917	79.17%
PPAR gamma	-	0.7514	75.14%
Honey bee toxicity	-	0.9696	96.96%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	94.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.47%	90.17%
CHEMBL2581	P07339	Cathepsin D	81.14%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 9989926
• NPASS: NPC183322
• LOTUS: LTS0185786
• wikiData: Q105030505