(5-Acetyloxy-5a-methyl-2-methylidene-1-propan-2-yl-1,1a,1b,3,4,5,6,6a-octahydrocyclopropa[a]inden-4-yl) acetate

Details

• Internal ID: 82e20afe-aea3-40ad-8966-a8478709d843
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (5-acetyloxy-5a-methyl-2-methylidene-1-propan-2-yl-1,1a,1b,3,4,5,6,6a-octahydrocyclopropa[a]inden-4-yl) acetate
• InChI: InChI=1S/C19H28O4/c1-9(2)15-13-8-19(6)17(16(13)15)10(3)7-14(22-11(4)20)18(19)23-12(5)21/h9,13-18H,3,7-8H2,1-2,4-6H3
• InChI Key: UKGDCOHQAITGCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.35
• 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	+	0.9925	99.25%
Caco-2	+	0.6113	61.13%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7496	74.96%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.8722	87.22%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6789	67.89%
P-glycoprotein inhibitior	-	0.5900	59.00%
P-glycoprotein substrate	-	0.7799	77.99%
CYP3A4 substrate	+	0.5807	58.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	+	0.5377	53.77%
CYP2C9 inhibition	-	0.8293	82.93%
CYP2C19 inhibition	-	0.7192	71.92%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	-	0.8569	85.69%
CYP inhibitory promiscuity	-	0.7095	70.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5214	52.14%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.6697	66.97%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.7220	72.20%
Human Ether-a-go-go-Related Gene inhibition	-	0.7739	77.39%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5913	59.13%
skin sensitisation	+	0.6019	60.19%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	+	0.5713	57.13%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4758	47.58%
Aromatase binding	-	0.6503	65.03%
PPAR gamma	-	0.5102	51.02%
Honey bee toxicity	-	0.6314	63.14%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5905	59.05%
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	97.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.90%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.09%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.24%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.50%	91.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.37%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.66%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.37%	96.47%

Plants that contains it

• Jatropha neopauciflora

Cross-Links

• PubChem: 74369005
• LOTUS: LTS0174474
• wikiData: Q105274529