(9-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl) acetate

Details

• Internal ID: a07a9ceb-1fdf-4d10-b250-c9cab61a0c33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (9-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-4-yl) acetate
• SMILES (Canonical): CC1=CC(C2C(CC(=C)C(CC1)O)OC(=O)C2=C)OC(=O)C
• SMILES (Isomeric): CC1=CC(C2C(CC(=C)C(CC1)O)OC(=O)C2=C)OC(=O)C
• InChI: InChI=1S/C17H22O5/c1-9-5-6-13(19)10(2)8-15-16(11(3)17(20)22-15)14(7-9)21-12(4)18/h7,13-16,19H,2-3,5-6,8H2,1,4H3
• InChI Key: NAOUMPNHFSMECN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7612	76.12%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7037	70.37%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9091	90.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9476	94.76%
P-glycoprotein inhibitior	-	0.8424	84.24%
P-glycoprotein substrate	-	0.8254	82.54%
CYP3A4 substrate	+	0.6143	61.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.7125	71.25%
CYP2C9 inhibition	-	0.9050	90.50%
CYP2C19 inhibition	-	0.8715	87.15%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.5303	53.03%
CYP2C8 inhibition	-	0.8012	80.12%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9542	95.42%
Eye irritation	-	0.6462	64.62%
Skin irritation	-	0.5875	58.75%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6501	65.01%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7323	73.23%
skin sensitisation	-	0.7907	79.07%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8122	81.22%
Acute Oral Toxicity (c)	II	0.3363	33.63%
Estrogen receptor binding	-	0.6335	63.35%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5614	56.14%
Glucocorticoid receptor binding	+	0.6551	65.51%
Aromatase binding	-	0.7725	77.25%
PPAR gamma	-	0.5960	59.60%
Honey bee toxicity	-	0.8033	80.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	90.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.24%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.89%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.11%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.07%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.89%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.53%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.46%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.35%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.35%	100.00%

Plants that contains it

• Cassinia subtropica
• Glebionis coronaria

Cross-Links

• PubChem: 73717559
• LOTUS: LTS0123968
• wikiData: Q105176453