Kerlinic acid

Details

• Internal ID: 5735da38-e931-495c-b0ed-ee221a074c82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,5S,7R,8S,8aR)-8-[2-(furan-3-yl)ethyl]-5-hydroxy-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalene-4a-carboxylic acid
• InChI: InChI=1S/C20H28O4/c1-13-5-4-6-16-19(3,9-7-15-8-10-24-12-15)14(2)11-17(21)20(13,16)18(22)23/h5,8,10,12,14,16-17,21H,4,6-7,9,11H2,1-3H3,(H,22,23)/t14-,16-,17+,19+,20-/m1/s1
• InChI Key: QVNWBXBUWGPGRM-WGLCMCTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Kerlinic acid
• (-)-Kerlinic acid
• SCHEMBL30564934
• DTXSID50920845
• 1-[2-(Furan-3-yl)ethyl]-4-hydroxy-1,2,5-trimethyl-1,3,4,7,8,8a-hexahydronaphthalene-4a(2H)-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.8168	81.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5471	54.71%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.7726	77.26%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5117	51.17%
P-glycoprotein inhibitior	-	0.7460	74.60%
P-glycoprotein substrate	-	0.5724	57.24%
CYP3A4 substrate	+	0.6438	64.38%
CYP2C9 substrate	-	0.8178	81.78%
CYP2D6 substrate	-	0.8168	81.68%
CYP3A4 inhibition	+	0.6692	66.92%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.8279	82.79%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.6573	65.73%
CYP2C8 inhibition	+	0.6000	60.00%
CYP inhibitory promiscuity	-	0.6709	67.09%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5005	50.05%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.9638	96.38%
Skin irritation	+	0.6264	62.64%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6715	67.15%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5291	52.91%
skin sensitisation	-	0.8181	81.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5619	56.19%
Acute Oral Toxicity (c)	I	0.6525	65.25%
Estrogen receptor binding	+	0.7031	70.31%
Androgen receptor binding	+	0.6735	67.35%
Thyroid receptor binding	+	0.6232	62.32%
Glucocorticoid receptor binding	+	0.5797	57.97%
Aromatase binding	+	0.6289	62.89%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8981	89.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.51%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.60%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.61%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.50%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.77%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.05%	95.56%
CHEMBL5028	O14672	ADAM10	80.39%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.38%	90.71%

Plants that contains it

• Salvia keerlii

Cross-Links

• PubChem: 188670
• LOTUS: LTS0010888
• wikiData: Q82893556