methyl (E,6S)-2-methyl-6-[(1S,2R,3R,4R,11S,15S)-4-methyl-12-methylidene-15-tetracyclo[9.4.0.02,4.03,8]pentadec-7-enyl]hept-2-enoate

Details

• Internal ID: 4b7c6e11-7911-49a4-9ba8-6d9d2d4a2ed7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: methyl (E,6S)-2-methyl-6-[(1S,2R,3R,4R,11S,15S)-4-methyl-12-methylidene-15-tetracyclo[9.4.0.02,4.03,8]pentadec-7-enyl]hept-2-enoate
• SMILES (Canonical): CC(CCC=C(C)C(=O)OC)C1CCC(=C)C2C1C3C4C3(CCC=C4CC2)C
• SMILES (Isomeric): C[C@@H](CC/C=C(\C)/C(=O)OC)[C@@H]1CCC(=C)[C@@H]2[C@H]1[C@@H]3[C@H]4[C@@]3(CCC=C4CC2)C
• InChI: InChI=1S/C26H38O2/c1-16(8-6-9-18(3)25(27)28-5)20-13-11-17(2)21-14-12-19-10-7-15-26(4)23(19)24(26)22(20)21/h9-10,16,20-24H,2,6-8,11-15H2,1,3-5H3/b18-9+/t16-,20-,21+,22-,23-,24+,26-/m0/s1
• InChI Key: VQEQYVIBFQYGFX-URUHYGEXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₂
• Molecular Weight: 382.60 g/mol
• Exact Mass: 382.287180451 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.5605	56.05%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.3723	37.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.8187	81.87%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8749	87.49%
P-glycoprotein inhibitior	+	0.5950	59.50%
P-glycoprotein substrate	-	0.5311	53.11%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	+	0.5064	50.64%
CYP2C19 inhibition	+	0.5901	59.01%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.6801	68.01%
CYP2C8 inhibition	+	0.4573	45.73%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9661	96.61%
Eye irritation	-	0.9321	93.21%
Skin irritation	-	0.7438	74.38%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7047	70.47%
Human Ether-a-go-go-Related Gene inhibition	+	0.8614	86.14%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5081	50.81%
skin sensitisation	+	0.4905	49.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.8338	83.38%
Estrogen receptor binding	+	0.7000	70.00%
Androgen receptor binding	+	0.6887	68.87%
Thyroid receptor binding	+	0.6051	60.51%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.5281	52.81%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.7250	72.50%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.11%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.25%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	89.10%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.48%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.02%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.00%	92.88%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.99%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.76%	91.07%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.69%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.95%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL5028	O14672	ADAM10	83.62%	97.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.61%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.17%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.02%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.99%	92.62%

Plants that contains it

• Monarda didyma
• Salvia coccinea

Cross-Links

• PubChem: 10915945
• LOTUS: LTS0000196
• wikiData: Q104911384