2-Oxo-2-[(5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl)methoxy]acetic acid

Details

• Internal ID: 0835605e-0749-4db9-aaa3-b8b2dadd7a55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-oxo-2-[(5,9,13-trimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl)methoxy]acetic acid
• SMILES (Canonical): CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)COC(=O)C(=O)O)C
• SMILES (Isomeric): CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)COC(=O)C(=O)O)C
• InChI: InChI=1S/C22H32O4/c1-19-9-5-16-21(3)8-4-7-20(2,14-26-18(25)17(23)24)15(21)6-10-22(16,13-19)12-11-19/h11-12,15-16H,4-10,13-14H2,1-3H3,(H,23,24)
• InChI Key: CMARQECGDGAALM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6850	68.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7940	79.40%
P-glycoprotein inhibitior	-	0.5742	57.42%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.6142	61.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8838	88.38%
CYP2C9 inhibition	-	0.6821	68.21%
CYP2C19 inhibition	-	0.7833	78.33%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.7680	76.80%
CYP2C8 inhibition	-	0.5706	57.06%
CYP inhibitory promiscuity	-	0.8043	80.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.9532	95.32%
Skin irritation	-	0.6768	67.68%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4140	41.40%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.7103	71.03%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7596	75.96%
Acute Oral Toxicity (c)	III	0.7309	73.09%
Estrogen receptor binding	+	0.9052	90.52%
Androgen receptor binding	+	0.6268	62.68%
Thyroid receptor binding	+	0.6223	62.23%
Glucocorticoid receptor binding	+	0.8767	87.67%
Aromatase binding	+	0.7093	70.93%
PPAR gamma	+	0.5935	59.35%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.00%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.02%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	93.82%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	93.40%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.78%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.34%	82.69%
CHEMBL2581	P07339	Cathepsin D	83.62%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.29%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.65%	96.61%
CHEMBL4072	P07858	Cathepsin B	82.56%	93.67%
CHEMBL5028	O14672	ADAM10	81.43%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.99%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.74%	92.50%

Plants that contains it

• Fabiana densa

Cross-Links

• PubChem: 85109032
• LOTUS: LTS0178577
• wikiData: Q104964256