[6-(2-Hydroxypropan-2-yl)-3-methyl-9-methylidene-8-oxocyclodec-2-en-1-yl] acetate

Details

• Internal ID: 6bcc1aff-cc1c-462f-936b-6e521e0ede1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [6-(2-hydroxypropan-2-yl)-3-methyl-9-methylidene-8-oxocyclodec-2-en-1-yl] acetate
• SMILES (Canonical): CC1=CC(CC(=C)C(=O)CC(CC1)C(C)(C)O)OC(=O)C
• SMILES (Isomeric): CC1=CC(CC(=C)C(=O)CC(CC1)C(C)(C)O)OC(=O)C
• InChI: InChI=1S/C17H26O4/c1-11-6-7-14(17(4,5)20)10-16(19)12(2)9-15(8-11)21-13(3)18/h8,14-15,20H,2,6-7,9-10H2,1,3-5H3
• InChI Key: ZPZUGHMDLKWJOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.7816	78.16%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8734	87.34%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	-	0.2873	28.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.7364	73.64%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	-	0.8910	89.10%
CYP3A4 substrate	+	0.5978	59.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.6974	69.74%
CYP2C9 inhibition	-	0.7838	78.38%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.6554	65.54%
CYP2C8 inhibition	-	0.6977	69.77%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8571	85.71%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.5378	53.78%
Skin irritation	+	0.5541	55.41%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5905	59.05%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5293	52.93%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5284	52.84%
Acute Oral Toxicity (c)	III	0.6402	64.02%
Estrogen receptor binding	-	0.6684	66.84%
Androgen receptor binding	-	0.6951	69.51%
Thyroid receptor binding	-	0.6592	65.92%
Glucocorticoid receptor binding	+	0.5394	53.94%
Aromatase binding	-	0.7361	73.61%
PPAR gamma	+	0.6121	61.21%
Honey bee toxicity	-	0.7772	77.72%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.95%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.41%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.90%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.84%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.07%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.88%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.10%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.10%	100.00%

Plants that contains it

• Tanacetum vulgare

Cross-Links

• PubChem: 92012797
• LOTUS: LTS0050711
• wikiData: Q105381349