2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yl 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-pentylbenzoate

Details

• Internal ID: 813f7247-4bbe-4a19-ae7d-2abca2a1113f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yl 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-pentylbenzoate
• InChI: InChI=1S/C37H56O4/c1-9-10-11-17-28-23-32(38)30(19-18-26(4)15-12-14-25(2)3)34(39)33(28)35(40)41-36(6,7)29-20-22-37(8)21-13-16-27(5)31(37)24-29/h14,18,23,29,38-39H,9-13,15-17,19-22,24H2,1-8H3/b26-18+/t29-,37-/m1/s1
• InChI Key: XFHILZJWJRPXJU-FYNDAFEESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₄
• Molecular Weight: 564.80 g/mol
• Exact Mass: 564.41786026 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 11.70
• Atomic LogP (AlogP): 10.31
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	-	0.6918	69.18%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.7800	78.00%
OATP1B3 inhibitior	-	0.3260	32.60%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9791	97.91%
P-glycoprotein inhibitior	+	0.8040	80.40%
P-glycoprotein substrate	+	0.5391	53.91%
CYP3A4 substrate	+	0.7211	72.11%
CYP2C9 substrate	-	0.5996	59.96%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.7018	70.18%
CYP2C9 inhibition	+	0.5779	57.79%
CYP2C19 inhibition	+	0.6027	60.27%
CYP2D6 inhibition	-	0.8376	83.76%
CYP1A2 inhibition	+	0.6490	64.90%
CYP2C8 inhibition	+	0.8107	81.07%
CYP inhibitory promiscuity	+	0.7124	71.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9655	96.55%
Carcinogenicity (trinary)	Non-required	0.6796	67.96%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8818	88.18%
Skin irritation	-	0.6554	65.54%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7021	70.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8485	84.85%
Acute Oral Toxicity (c)	III	0.4649	46.49%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.7680	76.80%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	+	0.7503	75.03%
Aromatase binding	+	0.7683	76.83%
PPAR gamma	+	0.6733	67.33%
Honey bee toxicity	-	0.7992	79.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6765	67.65%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	95.53%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.49%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.42%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.31%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.40%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.50%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	92.35%	94.73%
CHEMBL240	Q12809	HERG	91.16%	89.76%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.76%	95.17%
CHEMBL233	P35372	Mu opioid receptor	89.45%	97.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.21%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.76%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.76%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.73%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.70%	91.49%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.55%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	85.61%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.15%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.10%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.64%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.13%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.07%	92.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.64%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	82.51%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.04%	100.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.03%	92.68%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.59%	91.03%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.52%	96.37%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.28%	90.24%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.71%	91.24%
CHEMBL236	P41143	Delta opioid receptor	80.52%	99.35%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.49%	96.25%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.45%	99.18%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 24862527
• NPASS: NPC286111
• LOTUS: LTS0209090
• wikiData: Q105327034