5-[5-(2-carboxyacetyl)oxy-3-methylpentyl]-6-hydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: ba309f90-1b7d-469a-be9a-c356842234d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[5-(2-carboxyacetyl)oxy-3-methylpentyl]-6-hydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)C(=O)O)C)CCOC(=O)CC(=O)O
• SMILES (Isomeric): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)C(=O)O)C)CCOC(=O)CC(=O)O
• InChI: InChI=1S/C23H38O7/c1-15(9-13-30-19(26)14-18(24)25)6-7-17-21(2)10-5-11-22(3,20(27)28)16(21)8-12-23(17,4)29/h15-17,29H,5-14H2,1-4H3,(H,24,25)(H,27,28)
• InChI Key: WGRJMFWPPWQNFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.26175355 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.5782	57.82%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8882	88.82%
OATP2B1 inhibitior	-	0.5707	57.07%
OATP1B1 inhibitior	+	0.8565	85.65%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8157	81.57%
BSEP inhibitior	+	0.8512	85.12%
P-glycoprotein inhibitior	-	0.5832	58.32%
P-glycoprotein substrate	-	0.6140	61.40%
CYP3A4 substrate	+	0.6606	66.06%
CYP2C9 substrate	+	0.5379	53.79%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	-	0.7536	75.36%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.9261	92.61%
CYP2D6 inhibition	-	0.9732	97.32%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	-	0.7509	75.09%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6961	69.61%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8582	85.82%
Skin irritation	-	0.5844	58.44%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4338	43.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7081	70.81%
skin sensitisation	-	0.9321	93.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6588	65.88%
Acute Oral Toxicity (c)	III	0.5802	58.02%
Estrogen receptor binding	+	0.6810	68.10%
Androgen receptor binding	-	0.5553	55.53%
Thyroid receptor binding	+	0.6219	62.19%
Glucocorticoid receptor binding	+	0.7287	72.87%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.5771	57.71%
Honey bee toxicity	-	0.8890	88.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.74%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.57%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.16%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.80%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.06%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.12%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.08%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.39%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.79%	91.07%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.28%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.18%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.30%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.28%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.12%	93.03%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.87%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.73%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.27%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.02%	92.50%
CHEMBL202	P00374	Dihydrofolate reductase	81.66%	89.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.64%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.63%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	80.85%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.61%	94.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.58%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.03%	96.61%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 162960043
• LOTUS: LTS0024031
• wikiData: Q105304830