Methyl 5,9-dimethyl-15-(3-methylbut-2-enoyloxy)-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: 63bb6fba-34b8-447d-8f69-97012febc010
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: methyl 5,9-dimethyl-15-(3-methylbut-2-enoyloxy)-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC(=CC(=O)OC1C(=C)C2CCC3C1(C2)CCC4C3(CCCC4(C)C(=O)OC)C)C
• SMILES (Isomeric): CC(=CC(=O)OC1C(=C)C2CCC3C1(C2)CCC4C3(CCCC4(C)C(=O)OC)C)C
• InChI: InChI=1S/C26H38O4/c1-16(2)14-21(27)30-22-17(3)18-8-9-20-24(4)11-7-12-25(5,23(28)29-6)19(24)10-13-26(20,22)15-18/h14,18-20,22H,3,7-13,15H2,1-2,4-6H3
• InChI Key: WDKAHRJFGRACDV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₄
• Molecular Weight: 414.60 g/mol
• Exact Mass: 414.27700969 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.62
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.6094	60.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7481	74.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.8145	81.45%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7881	78.81%
P-glycoprotein inhibitior	+	0.7077	70.77%
P-glycoprotein substrate	-	0.5197	51.97%
CYP3A4 substrate	+	0.6961	69.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8983	89.83%
CYP3A4 inhibition	-	0.6730	67.30%
CYP2C9 inhibition	-	0.6315	63.15%
CYP2C19 inhibition	-	0.7497	74.97%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.7757	77.57%
CYP2C8 inhibition	-	0.6807	68.07%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9220	92.20%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.5775	57.75%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7085	70.85%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7121	71.21%
skin sensitisation	-	0.6208	62.08%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	III	0.6578	65.78%
Estrogen receptor binding	+	0.8363	83.63%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.8466	84.66%
Aromatase binding	+	0.7437	74.37%
PPAR gamma	+	0.6590	65.90%
Honey bee toxicity	-	0.6169	61.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.66%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.03%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.83%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.49%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	87.09%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.93%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.75%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.63%	91.07%
CHEMBL4072	P07858	Cathepsin B	85.62%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.24%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	82.04%	94.75%
CHEMBL1829	O15379	Histone deacetylase 3	81.21%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.96%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.92%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.69%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	80.38%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.22%	91.03%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.14%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.08%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.07%	100.00%

Plants that contains it

• Wedelia grandiflora

Cross-Links

• PubChem: 162999046
• LOTUS: LTS0174970
• wikiData: Q105302461