(5-acetyloxy-3,6,10-trimethyl-2-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-9-yl) acetate

Details

• Internal ID: e3ec8a6c-feb9-4184-940a-be8009e67601
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (5-acetyloxy-3,6,10-trimethyl-2-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-9-yl) acetate
• SMILES (Canonical): CC1C2CC(C(=CCC(C(=CC2OC1=C)C)OC(=O)C)C)OC(=O)C
• SMILES (Isomeric): CC1C2CC(C(=CCC(C(=CC2OC1=C)C)OC(=O)C)C)OC(=O)C
• InChI: InChI=1S/C20H28O5/c1-11-7-8-18(24-15(5)21)12(2)9-20-17(13(3)14(4)23-20)10-19(11)25-16(6)22/h7,9,13,17-20H,4,8,10H2,1-3,5-6H3
• InChI Key: IYYMPESZPGDXKY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.5458	54.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5823	58.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.8741	87.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7449	74.49%
P-glycoprotein inhibitior	-	0.4613	46.13%
P-glycoprotein substrate	-	0.7647	76.47%
CYP3A4 substrate	+	0.5861	58.61%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.8061	80.61%
CYP2C9 inhibition	-	0.9124	91.24%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.5732	57.32%
CYP2C8 inhibition	-	0.7472	74.72%
CYP inhibitory promiscuity	-	0.8538	85.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9042	90.42%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9375	93.75%
Eye irritation	-	0.7903	79.03%
Skin irritation	-	0.6281	62.81%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5500	55.00%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	-	0.6019	60.19%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5532	55.32%
Acute Oral Toxicity (c)	III	0.5834	58.34%
Estrogen receptor binding	+	0.7057	70.57%
Androgen receptor binding	-	0.6767	67.67%
Thyroid receptor binding	+	0.5200	52.00%
Glucocorticoid receptor binding	+	0.7520	75.20%
Aromatase binding	-	0.5827	58.27%
PPAR gamma	+	0.6018	60.18%
Honey bee toxicity	-	0.6992	69.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	91.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.27%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.12%	94.80%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.83%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.38%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.01%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.89%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	81.42%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.31%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.67%	86.33%

Plants that contains it

• Achillea sintenisii

Cross-Links

• PubChem: 162909754
• LOTUS: LTS0253581
• wikiData: Q105123064