9-(6-Hydroxy-2,8-dimethyl-3,4-dihydrochromen-2-yl)-2,6-dimethylnona-2,6-dienoic acid

Details

• Internal ID: 074df981-7a29-4547-9b8f-321171453d6c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 9-(6-hydroxy-2,8-dimethyl-3,4-dihydrochromen-2-yl)-2,6-dimethylnona-2,6-dienoic acid
• SMILES (Canonical): CC1=CC(=CC2=C1OC(CC2)(C)CCC=C(C)CCC=C(C)C(=O)O)O
• SMILES (Isomeric): CC1=CC(=CC2=C1OC(CC2)(C)CCC=C(C)CCC=C(C)C(=O)O)O
• InChI: InChI=1S/C22H30O4/c1-15(7-5-9-16(2)21(24)25)8-6-11-22(4)12-10-18-14-19(23)13-17(3)20(18)26-22/h8-9,13-14,23H,5-7,10-12H2,1-4H3,(H,24,25)
• InChI Key: YBTAYKPEYLOHDQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 3
• 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	+	0.9791	97.91%
Caco-2	+	0.6102	61.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7463	74.63%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8282	82.82%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8205	82.05%
P-glycoprotein inhibitior	-	0.4702	47.02%
P-glycoprotein substrate	-	0.7679	76.79%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.6850	68.50%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.6725	67.25%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	+	0.6000	60.00%
CYP2C8 inhibition	+	0.6801	68.01%
CYP inhibitory promiscuity	-	0.6480	64.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7043	70.43%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.8054	80.54%
Skin irritation	-	0.6359	63.59%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8654	86.54%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.7556	75.56%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8413	84.13%
Acute Oral Toxicity (c)	III	0.6072	60.72%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.6240	62.40%
Thyroid receptor binding	+	0.7056	70.56%
Glucocorticoid receptor binding	+	0.6609	66.09%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.8983	89.83%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	184 nM	EC50	via Super-PRED
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	84 nM	EC50	via Super-PRED
CHEMBL3401	O75469	Pregnane X receptor	330 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.15%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL233	P35372	Mu opioid receptor	89.67%	97.93%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.99%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.84%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.28%	91.19%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.84%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.28%	96.95%

Plants that contains it

• Orophea enneandra

Cross-Links

• PubChem: 73802100
• LOTUS: LTS0038831
• wikiData: Q105346043