4-O-[5-(5-methoxycarbonyl-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-2-enyl] 1-O-methyl butanedioate

Details

• Internal ID: 871eb778-e6aa-4d39-af95-42fb5fc94d64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-O-[5-(5-methoxycarbonyl-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-2-enyl] 1-O-methyl butanedioate
• SMILES (Canonical): CC(=CCOC(=O)CCC(=O)OC)CCC1C(=C)CCC2C1(CCCC2(C)C(=O)OC)C
• SMILES (Isomeric): CC(=CCOC(=O)CCC(=O)OC)CCC1C(=C)CCC2C1(CCCC2(C)C(=O)OC)C
• InChI: InChI=1S/C26H40O6/c1-18(14-17-32-23(28)13-12-22(27)30-5)8-10-20-19(2)9-11-21-25(20,3)15-7-16-26(21,4)24(29)31-6/h14,20-21H,2,7-13,15-17H2,1,3-6H3
• InChI Key: IQVKGPHVUDYNPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₆
• Molecular Weight: 448.60 g/mol
• Exact Mass: 448.28248899 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.5251	52.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7628	76.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8369	83.69%
OATP1B3 inhibitior	+	0.8913	89.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9496	94.96%
P-glycoprotein inhibitior	+	0.7754	77.54%
P-glycoprotein substrate	-	0.5842	58.42%
CYP3A4 substrate	+	0.6875	68.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.5611	56.11%
CYP2C9 inhibition	-	0.8264	82.64%
CYP2C19 inhibition	-	0.7785	77.85%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8047	80.47%
CYP2C8 inhibition	-	0.5568	55.68%
CYP inhibitory promiscuity	-	0.6479	64.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8320	83.20%
Carcinogenicity (trinary)	Non-required	0.6105	61.05%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.8523	85.23%
Skin irritation	-	0.6963	69.63%
Skin corrosion	-	0.9853	98.53%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7635	76.35%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	-	0.7000	70.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8347	83.47%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	+	0.5883	58.83%
Androgen receptor binding	+	0.6314	63.14%
Thyroid receptor binding	+	0.6143	61.43%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	+	0.6939	69.39%
PPAR gamma	+	0.5562	55.62%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.43%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.84%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.30%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	90.61%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.05%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.25%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.74%	82.69%
CHEMBL233	P35372	Mu opioid receptor	87.61%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.92%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.54%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.44%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.60%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.93%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.61%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.14%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.05%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%

Plants that contains it

• Pinus sibirica

Cross-Links

• PubChem: 163015711
• LOTUS: LTS0220552
• wikiData: Q105118619