[6-hydroxy-5-(5-hydroxy-3-methylpent-3-enyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl 3-methylbut-2-enoate

Details

• Internal ID: 3616d530-dc65-451e-80d5-8bddb4e2c54b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [6-hydroxy-5-(5-hydroxy-3-methylpent-3-enyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OCC1(CCCC2(C1CCC(C2CCC(=CCO)C)(C)O)C)C)C
• SMILES (Isomeric): CC(=CC(=O)OCC1(CCCC2(C1CCC(C2CCC(=CCO)C)(C)O)C)C)C
• InChI: InChI=1S/C25H42O4/c1-18(2)16-22(27)29-17-23(4)12-7-13-24(5)20(23)10-14-25(6,28)21(24)9-8-19(3)11-15-26/h11,16,20-21,26,28H,7-10,12-15,17H2,1-6H3
• InChI Key: JRRMXXZTUUZDPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₄
• Molecular Weight: 406.60 g/mol
• Exact Mass: 406.30830982 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.5774	57.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8770	87.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	-	0.2199	21.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6369	63.69%
BSEP inhibitior	+	0.9212	92.12%
P-glycoprotein inhibitior	+	0.5713	57.13%
P-glycoprotein substrate	-	0.7232	72.32%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9172	91.72%
CYP3A4 inhibition	-	0.7960	79.60%
CYP2C9 inhibition	-	0.8517	85.17%
CYP2C19 inhibition	-	0.8956	89.56%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.4546	45.46%
CYP inhibitory promiscuity	-	0.8612	86.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6919	69.19%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.6401	64.01%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6599	65.99%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8101	81.01%
skin sensitisation	-	0.7616	76.16%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8123	81.23%
Acute Oral Toxicity (c)	III	0.7615	76.15%
Estrogen receptor binding	+	0.8635	86.35%
Androgen receptor binding	+	0.5910	59.10%
Thyroid receptor binding	+	0.5495	54.95%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	+	0.7161	71.61%
PPAR gamma	+	0.8005	80.05%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9898	98.98%

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	98.44%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.08%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.71%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.65%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.78%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	89.67%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.56%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.83%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	84.03%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	83.99%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.82%	100.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	83.28%	86.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.28%	96.38%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.52%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	82.50%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.31%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.93%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.70%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.51%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.54%	96.90%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 163016677
• LOTUS: LTS0192602
• wikiData: Q105134062