3-Hydroxy-3-methyl-5-[4-(1,2,2-trimethyl-4-oxocyclopentyl)benzoyl]oxypentanoic acid

Details

• Internal ID: 285ecfff-4cd4-471b-b8ed-237e8f4173e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-hydroxy-3-methyl-5-[4-(1,2,2-trimethyl-4-oxocyclopentyl)benzoyl]oxypentanoic acid
• SMILES (Canonical): CC1(CC(=O)CC1(C)C2=CC=C(C=C2)C(=O)OCCC(C)(CC(=O)O)O)C
• SMILES (Isomeric): CC1(CC(=O)CC1(C)C2=CC=C(C=C2)C(=O)OCCC(C)(CC(=O)O)O)C
• InChI: InChI=1S/C21H28O6/c1-19(2)11-16(22)12-21(19,4)15-7-5-14(6-8-15)18(25)27-10-9-20(3,26)13-17(23)24/h5-8,26H,9-13H2,1-4H3,(H,23,24)
• InChI Key: WOXSROLDXSRULX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9543	95.43%
Caco-2	-	0.5172	51.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9139	91.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8542	85.42%
BSEP inhibitior	-	0.5590	55.90%
P-glycoprotein inhibitior	-	0.6352	63.52%
P-glycoprotein substrate	-	0.7898	78.98%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8016	80.16%
CYP2C9 inhibition	-	0.5790	57.90%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.8539	85.39%
CYP2C8 inhibition	-	0.5983	59.83%
CYP inhibitory promiscuity	-	0.8897	88.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7624	76.24%
Skin irritation	-	0.7258	72.58%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7495	74.95%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8347	83.47%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7567	75.67%
Acute Oral Toxicity (c)	III	0.3337	33.37%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6909	69.09%
Thyroid receptor binding	+	0.6671	66.71%
Glucocorticoid receptor binding	-	0.5063	50.63%
Aromatase binding	+	0.8180	81.80%
PPAR gamma	+	0.7167	71.67%
Honey bee toxicity	-	0.9544	95.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.87%	85.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.63%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.11%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162963377
• LOTUS: LTS0197253
• wikiData: Q104200480