5-(4-carboxy-3-methylbutyl)-7-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 90b6ae58-b152-4149-922b-0e44afd71eb0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(4-carboxy-3-methylbutyl)-7-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H32O5/c1-12(10-17(22)23)6-7-14-13(2)15(21)11-16-19(14,3)8-5-9-20(16,4)18(24)25/h12,14-16,21H,2,5-11H2,1,3-4H3,(H,22,23)(H,24,25)
• InChI Key: OYUMNEJRJPISJI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.71
• 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	+	0.9858	98.58%
Caco-2	+	0.5441	54.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8187	81.87%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	-	0.2674	26.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	-	0.4913	49.13%
P-glycoprotein inhibitior	-	0.8029	80.29%
P-glycoprotein substrate	-	0.6707	67.07%
CYP3A4 substrate	+	0.6132	61.32%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.5719	57.19%
CYP2C9 inhibition	-	0.9505	95.05%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9453	94.53%
CYP2C8 inhibition	-	0.8436	84.36%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7244	72.44%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.7885	78.85%
Skin irritation	+	0.6635	66.35%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5254	52.54%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5048	50.48%
skin sensitisation	-	0.6117	61.17%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4689	46.89%
Acute Oral Toxicity (c)	III	0.7788	77.88%
Estrogen receptor binding	+	0.7203	72.03%
Androgen receptor binding	+	0.5600	56.00%
Thyroid receptor binding	+	0.6486	64.86%
Glucocorticoid receptor binding	+	0.7933	79.33%
Aromatase binding	+	0.5412	54.12%
PPAR gamma	-	0.5938	59.38%
Honey bee toxicity	-	0.8410	84.10%
Biodegradation	-	0.7500	75.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	94.93%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.51%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.60%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.61%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	86.02%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.89%	96.61%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	84.66%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.87%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.91%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.26%	95.50%

Plants that contains it

• Haplopappus pulchellus

Cross-Links

• PubChem: 163039854
• LOTUS: LTS0103006
• wikiData: Q105203550