Methyl 2-[5-acetyloxy-2-oxo-1-(3,7,11-trimethyldodeca-2,6,10-trienyl)cyclohex-3-en-1-yl]acetate

Details

• Internal ID: fffcca51-4841-49e6-a34b-d53f6f4faf52
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[5-acetyloxy-2-oxo-1-(3,7,11-trimethyldodeca-2,6,10-trienyl)cyclohex-3-en-1-yl]acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC1(CC(C=CC1=O)OC(=O)C)CC(=O)OC)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCC1(CC(C=CC1=O)OC(=O)C)CC(=O)OC)C)C)C
• InChI: InChI=1S/C26H38O5/c1-19(2)9-7-10-20(3)11-8-12-21(4)15-16-26(18-25(29)30-6)17-23(31-22(5)27)13-14-24(26)28/h9,11,13-15,23H,7-8,10,12,16-18H2,1-6H3
• InChI Key: QGSGXSGJCAHWTQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₅
• Molecular Weight: 430.60 g/mol
• Exact Mass: 430.27192431 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.5266	52.66%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8894	88.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.8720	87.20%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9908	99.08%
P-glycoprotein inhibitior	+	0.8916	89.16%
P-glycoprotein substrate	-	0.6207	62.07%
CYP3A4 substrate	+	0.6336	63.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	-	0.8000	80.00%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.8406	84.06%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	-	0.7512	75.12%
CYP inhibitory promiscuity	-	0.9101	91.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7614	76.14%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.6266	62.66%
Skin corrosion	-	0.9938	99.38%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8047	80.47%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.5613	56.13%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5719	57.19%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.5914	59.14%
Acute Oral Toxicity (c)	III	0.7346	73.46%
Estrogen receptor binding	+	0.6227	62.27%
Androgen receptor binding	+	0.5526	55.26%
Thyroid receptor binding	+	0.5262	52.62%
Glucocorticoid receptor binding	+	0.7331	73.31%
Aromatase binding	-	0.5111	51.11%
PPAR gamma	+	0.6484	64.84%
Honey bee toxicity	-	0.7683	76.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.64%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.77%	85.30%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.38%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.69%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.78%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.43%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.76%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.50%	95.56%

Plants that contains it

• Otoba parvifolia

Cross-Links

• PubChem: 163058807
• LOTUS: LTS0162782
• wikiData: Q104195804