(1E,5E,7R,8S,9R)-7,9-diacetyloxy-5-methyl-8-propan-2-ylcyclodeca-1,5-diene-1-carboxylic acid

Details

• Internal ID: b2246971-c027-4268-9839-b581d9fde942
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1E,5E,7R,8S,9R)-7,9-diacetyloxy-5-methyl-8-propan-2-ylcyclodeca-1,5-diene-1-carboxylic acid
• SMILES (Canonical): CC1=CC(C(C(CC(=CCC1)C(=O)O)OC(=O)C)C(C)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C\[C@H]([C@H]([C@@H](C/C(=C\CC1)/C(=O)O)OC(=O)C)C(C)C)OC(=O)C
• InChI: InChI=1S/C19H28O6/c1-11(2)18-16(24-13(4)20)9-12(3)7-6-8-15(19(22)23)10-17(18)25-14(5)21/h8-9,11,16-18H,6-7,10H2,1-5H3,(H,22,23)/b12-9+,15-8+/t16-,17-,18-/m1/s1
• InChI Key: DMIGIXZMNGJDMW-JJRPHXORSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₆
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.18858861 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.6993	69.93%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8678	86.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.8544	85.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.7106	71.06%
P-glycoprotein inhibitior	-	0.6896	68.96%
P-glycoprotein substrate	-	0.8338	83.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9188	91.88%
CYP3A4 inhibition	-	0.7578	75.78%
CYP2C9 inhibition	-	0.7780	77.80%
CYP2C19 inhibition	-	0.7526	75.26%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.5886	58.86%
CYP2C8 inhibition	-	0.8300	83.00%
CYP inhibitory promiscuity	-	0.9482	94.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8671	86.71%
Carcinogenicity (trinary)	Non-required	0.6674	66.74%
Eye corrosion	-	0.9712	97.12%
Eye irritation	-	0.8162	81.62%
Skin irritation	-	0.5854	58.54%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5357	53.57%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	-	0.6840	68.40%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6771	67.71%
Acute Oral Toxicity (c)	III	0.3712	37.12%
Estrogen receptor binding	-	0.6948	69.48%
Androgen receptor binding	-	0.6008	60.08%
Thyroid receptor binding	-	0.6144	61.44%
Glucocorticoid receptor binding	-	0.4876	48.76%
Aromatase binding	-	0.7282	72.82%
PPAR gamma	-	0.5243	52.43%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.96%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.61%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.62%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.59%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.37%	95.89%

Plants that contains it

• Pulicaria canariensis

Cross-Links

• PubChem: 11152367
• LOTUS: LTS0031616
• wikiData: Q104985106