3-Hydroxy-4-(2-hydroxy-6-methylhept-6-en-2-yl)benzoic acid

Details

• Internal ID: 7d9ed3b4-a443-4f62-9a1a-8f58f4132981
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-hydroxy-4-(2-hydroxy-6-methylhept-6-en-2-yl)benzoic acid
• SMILES (Canonical): CC(=C)CCCC(C)(C1=C(C=C(C=C1)C(=O)O)O)O
• SMILES (Isomeric): CC(=C)CCCC(C)(C1=C(C=C(C=C1)C(=O)O)O)O
• InChI: InChI=1S/C15H20O4/c1-10(2)5-4-8-15(3,19)12-7-6-11(14(17)18)9-13(12)16/h6-7,9,16,19H,1,4-5,8H2,2-3H3,(H,17,18)
• InChI Key: CUAGAFVIRMPUAL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	+	0.6722	67.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8157	81.57%
BSEP inhibitior	-	0.8370	83.70%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.7886	78.86%
CYP3A4 substrate	-	0.5892	58.92%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.7402	74.02%
CYP2C9 inhibition	-	0.5206	52.06%
CYP2C19 inhibition	-	0.6221	62.21%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	-	0.6146	61.46%
CYP2C8 inhibition	+	0.5537	55.37%
CYP inhibitory promiscuity	-	0.7817	78.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8139	81.39%
Carcinogenicity (trinary)	Non-required	0.6749	67.49%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.7546	75.46%
Skin irritation	-	0.5548	55.48%
Skin corrosion	-	0.8604	86.04%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6535	65.35%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	+	0.5643	56.43%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6717	67.17%
Acute Oral Toxicity (c)	III	0.5167	51.67%
Estrogen receptor binding	+	0.5333	53.33%
Androgen receptor binding	-	0.5577	55.77%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.6648	66.48%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7136	71.36%
Honey bee toxicity	-	0.9511	95.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.83%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	96.52%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.14%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.02%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL3194	P02766	Transthyretin	86.41%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.67%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.84%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.85%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75215184
• LOTUS: LTS0231588
• wikiData: Q103818037