(1R,8R,11R,12S,14R)-14-methyl-5-oxo-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-ene-14-carboxylic acid

Details

• Internal ID: f62a6029-a031-4c03-9ae6-d00c0a9b9e76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,8R,11R,12S,14R)-14-methyl-5-oxo-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-ene-14-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3C24CC1CC=C4C(=O)OC3)C(=O)O
• SMILES (Isomeric): C[C@@]1([C@@H]2CC[C@@H]3[C@]24C[C@H]1CC=C4C(=O)OC3)C(=O)O
• InChI: InChI=1S/C15H18O4/c1-14(13(17)18)8-2-4-10-12(16)19-7-9-3-5-11(14)15(9,10)6-8/h4,8-9,11H,2-3,5-7H2,1H3,(H,17,18)/t8-,9+,11+,14-,15+/m1/s1
• InChI Key: DRUHGGPFJWGIQH-CDFCKNRYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.7375	73.75%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7536	75.36%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	-	0.8820	88.20%
P-glycoprotein inhibitior	-	0.9588	95.88%
P-glycoprotein substrate	-	0.7454	74.54%
CYP3A4 substrate	+	0.5603	56.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9040	90.40%
CYP3A4 inhibition	-	0.9354	93.54%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.8554	85.54%
CYP2D6 inhibition	-	0.8930	89.30%
CYP1A2 inhibition	-	0.5119	51.19%
CYP2C8 inhibition	-	0.7295	72.95%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6543	65.43%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.6090	60.90%
Skin irritation	-	0.6072	60.72%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7402	74.02%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7739	77.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4945	49.45%
Acute Oral Toxicity (c)	III	0.5692	56.92%
Estrogen receptor binding	-	0.4748	47.48%
Androgen receptor binding	-	0.6117	61.17%
Thyroid receptor binding	-	0.5981	59.81%
Glucocorticoid receptor binding	-	0.6313	63.13%
Aromatase binding	-	0.6245	62.45%
PPAR gamma	-	0.7468	74.68%
Honey bee toxicity	-	0.9377	93.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	94.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.57%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	88.98%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.96%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.69%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%

Plants that contains it

• Jungia stuebelii

Cross-Links

• PubChem: 162924319
• LOTUS: LTS0148008
• wikiData: Q104987651