4-hydroxy-3-[(3R)-3-hydroxy-3,7-dimethyloct-6-enoyl]benzoic acid

Details

• Internal ID: 42392856-bfd3-4654-a92b-20262519a95a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-hydroxy-3-[(3R)-3-hydroxy-3,7-dimethyloct-6-enoyl]benzoic acid
• SMILES (Canonical): CC(=CCCC(C)(CC(=O)C1=C(C=CC(=C1)C(=O)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@](C)(CC(=O)C1=C(C=CC(=C1)C(=O)O)O)O)C
• InChI: InChI=1S/C17H22O5/c1-11(2)5-4-8-17(3,22)10-15(19)13-9-12(16(20)21)6-7-14(13)18/h5-7,9,18,22H,4,8,10H2,1-3H3,(H,20,21)/t17-/m1/s1
• InChI Key: YHANYRDRFGGDNZ-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.6204	62.04%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8284	82.84%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.8537	85.37%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6966	69.66%
P-glycoprotein inhibitior	-	0.9309	93.09%
P-glycoprotein substrate	-	0.9057	90.57%
CYP3A4 substrate	-	0.5863	58.63%
CYP2C9 substrate	-	0.5953	59.53%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.5895	58.95%
CYP2C9 inhibition	-	0.5496	54.96%
CYP2C19 inhibition	-	0.6137	61.37%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.5607	56.07%
CYP2C8 inhibition	+	0.4917	49.17%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7655	76.55%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.4937	49.37%
Skin irritation	-	0.6110	61.10%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5978	59.78%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5587	55.87%
Acute Oral Toxicity (c)	III	0.3326	33.26%
Estrogen receptor binding	+	0.7256	72.56%
Androgen receptor binding	-	0.6451	64.51%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	+	0.7525	75.25%
Aromatase binding	-	0.5513	55.13%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.9460	94.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.83%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.69%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	89.27%	94.73%
CHEMBL3194	P02766	Transthyretin	87.62%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.02%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.75%	89.34%

Plants that contains it

• Piper crassinervium

Cross-Links

• PubChem: 163026837
• LOTUS: LTS0170676
• wikiData: Q105348327