methyl (1R,4S,5R,9S,10S,13R,15S)-5,9-dimethyl-15-[(E)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: 890cb08f-3bc9-4f20-9dbb-968fafe20332
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: methyl (1R,4S,5R,9S,10S,13R,15S)-5,9-dimethyl-15-[(E)-2-methylbut-2-enoyl]oxy-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(=C)C2CCC3C1(C2)CCC4C3(CCCC4(C)C(=O)OC)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C(=C)[C@@H]2CC[C@@H]3[C@]1(C2)CC[C@H]4[C@]3(CCC[C@@]4(C)C(=O)OC)C
• InChI: InChI=1S/C26H38O4/c1-7-16(2)22(27)30-21-17(3)18-9-10-20-24(4)12-8-13-25(5,23(28)29-6)19(24)11-14-26(20,21)15-18/h7,18-21H,3,8-15H2,1-2,4-6H3/b16-7+/t18-,19+,20+,21+,24-,25-,26-/m1/s1
• InChI Key: ZZCFLOJAMNYAGH-TXPJWFFQSA-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: 6.00
• 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	+	0.5732	57.32%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6912	69.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.8991	89.91%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8833	88.33%
P-glycoprotein inhibitior	+	0.7034	70.34%
P-glycoprotein substrate	-	0.5627	56.27%
CYP3A4 substrate	+	0.6821	68.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.7015	70.15%
CYP2C9 inhibition	-	0.7253	72.53%
CYP2C19 inhibition	-	0.8154	81.54%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.7209	72.09%
CYP2C8 inhibition	-	0.6861	68.61%
CYP inhibitory promiscuity	-	0.8699	86.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9520	95.20%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8539	85.39%
Skin irritation	-	0.5402	54.02%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7479	74.79%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6677	66.77%
skin sensitisation	-	0.7079	70.79%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5871	58.71%
Acute Oral Toxicity (c)	III	0.6724	67.24%
Estrogen receptor binding	+	0.8766	87.66%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.6664	66.64%
Glucocorticoid receptor binding	+	0.8202	82.02%
Aromatase binding	+	0.7358	73.58%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.52%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	90.05%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.55%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.40%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.93%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.54%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.07%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.94%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.59%	91.24%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	85.24%	83.65%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.11%	98.99%
CHEMBL1829	O15379	Histone deacetylase 3	82.15%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.92%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.53%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.24%	93.03%
CHEMBL4072	P07858	Cathepsin B	80.02%	93.67%

Plants that contains it

• Baccharis rhomboidalis
• Tubocapsicum anomalum
• Wedelia helianthoides

Cross-Links

• PubChem: 163081303
• LOTUS: LTS0167687
• wikiData: Q104934389