(4R,5R)-4-hydroxy-5-(2-hydroxyethyl)-2-methylcyclopentene-1-carboxylic acid

Details

• Internal ID: 040ac525-d5e2-45af-ae00-51bcf3e9c4f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (4R,5R)-4-hydroxy-5-(2-hydroxyethyl)-2-methylcyclopentene-1-carboxylic acid
• SMILES (Canonical): CC1=C(C(C(C1)O)CCO)C(=O)O
• SMILES (Isomeric): CC1=C([C@H]([C@@H](C1)O)CCO)C(=O)O
• InChI: InChI=1S/C9H14O4/c1-5-4-7(11)6(2-3-10)8(5)9(12)13/h6-7,10-11H,2-4H2,1H3,(H,12,13)/t6-,7+/m0/s1
• InChI Key: KGKIAOCPNHYBAM-NKWVEPMBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.20 g/mol
• Exact Mass: 186.08920892 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.15
• 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	+	0.9655	96.55%
Caco-2	-	0.7929	79.29%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	0.8382	83.82%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5715	57.15%
BSEP inhibitior	-	0.9551	95.51%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.8924	89.24%
CYP3A4 substrate	-	0.6554	65.54%
CYP2C9 substrate	+	0.6024	60.24%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.9116	91.16%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	-	0.8599	85.99%
CYP2C8 inhibition	-	0.9731	97.31%
CYP inhibitory promiscuity	-	0.9322	93.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.7258	72.58%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.7316	73.16%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.6477	64.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.6934	69.34%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6048	60.48%
skin sensitisation	-	0.8051	80.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5295	52.95%
Acute Oral Toxicity (c)	III	0.7269	72.69%
Estrogen receptor binding	-	0.8907	89.07%
Androgen receptor binding	-	0.7921	79.21%
Thyroid receptor binding	-	0.7797	77.97%
Glucocorticoid receptor binding	-	0.6770	67.70%
Aromatase binding	-	0.8771	87.71%
PPAR gamma	-	0.7617	76.17%
Honey bee toxicity	-	0.9777	97.77%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9121	91.21%

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	95.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.61%	96.95%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.05%	95.71%
CHEMBL1881	P43116	Prostanoid EP2 receptor	81.72%	93.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.93%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.57%	95.56%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 10726198
• LOTUS: LTS0264429
• wikiData: Q105140820