3,5-Bis(3,7-dimethylocta-2,6-dienyl)-4-hydroxybenzoic acid

Details

• Internal ID: 419c1e4b-dc54-4712-887c-d8fc158314ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3,5-bis(3,7-dimethylocta-2,6-dienyl)-4-hydroxybenzoic acid
• SMILES (Canonical): CC(=CCCC(=CCC1=CC(=CC(=C1O)CC=C(C)CCC=C(C)C)C(=O)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=CC(=CC(=C1O)CC=C(C)CCC=C(C)C)C(=O)O)C)C
• InChI: InChI=1S/C27H38O3/c1-19(2)9-7-11-21(5)13-15-23-17-25(27(29)30)18-24(26(23)28)16-14-22(6)12-8-10-20(3)4/h9-10,13-14,17-18,28H,7-8,11-12,15-16H2,1-6H3,(H,29,30)
• InChI Key: AMJQNZOGATWKJX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₃
• Molecular Weight: 410.60 g/mol
• Exact Mass: 410.28209507 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.56
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5855	58.55%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8972	89.72%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9145	91.45%
P-glycoprotein inhibitior	+	0.7543	75.43%
P-glycoprotein substrate	-	0.9411	94.11%
CYP3A4 substrate	-	0.6355	63.55%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5292	52.92%
CYP2C19 inhibition	+	0.5515	55.15%
CYP2D6 inhibition	-	0.8063	80.63%
CYP1A2 inhibition	+	0.6967	69.67%
CYP2C8 inhibition	-	0.7808	78.08%
CYP inhibitory promiscuity	-	0.5563	55.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7477	74.77%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.7117	71.17%
Skin irritation	-	0.6992	69.92%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8295	82.95%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.6662	66.62%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6853	68.53%
Acute Oral Toxicity (c)	III	0.5998	59.98%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	-	0.5056	50.56%
Thyroid receptor binding	+	0.7290	72.90%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	+	0.6641	66.41%
PPAR gamma	+	0.8470	84.70%
Honey bee toxicity	-	0.9568	95.68%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
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	95.57%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.04%	89.34%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.84%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.72%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.03%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.96%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.93%	95.56%

Plants that contains it

• Myrsine seguinii

Cross-Links

• PubChem: 85102852
• LOTUS: LTS0023895
• wikiData: Q104914680