(10-Methyl-3,6-dimethylidene-2,7-dioxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) acetate

Details

• Internal ID: 5f31c336-f8bb-419b-a3ee-6c2efe6507bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (10-methyl-3,6-dimethylidene-2,7-dioxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) acetate
• SMILES (Canonical): CC1=CC2C(C(CC(=C)C(=O)CC1)OC(=O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=CC2C(C(CC(=C)C(=O)CC1)OC(=O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C17H20O5/c1-9-5-6-13(19)10(2)8-15(21-12(4)18)16-11(3)17(20)22-14(16)7-9/h7,14-16H,2-3,5-6,8H2,1,4H3
• InChI Key: ZSVLOZPPDUGOGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.5545	55.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6099	60.99%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.8293	82.93%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8650	86.50%
P-glycoprotein inhibitior	-	0.7284	72.84%
P-glycoprotein substrate	-	0.8612	86.12%
CYP3A4 substrate	+	0.5715	57.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.6984	69.84%
CYP2C9 inhibition	-	0.8894	88.94%
CYP2C19 inhibition	-	0.7940	79.40%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	+	0.7334	73.34%
CYP2C8 inhibition	-	0.7948	79.48%
CYP inhibitory promiscuity	-	0.8868	88.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6587	65.87%
Eye corrosion	-	0.9358	93.58%
Eye irritation	-	0.5564	55.64%
Skin irritation	-	0.5244	52.44%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5956	59.56%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7666	76.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6990	69.90%
Acute Oral Toxicity (c)	III	0.4774	47.74%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5314	53.14%
Thyroid receptor binding	-	0.6704	67.04%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	-	0.7662	76.62%
PPAR gamma	+	0.5459	54.59%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	94.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.39%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.39%	96.09%

Plants that contains it

• Calea clematidea

Cross-Links

• PubChem: 162863441
• LOTUS: LTS0242446
• wikiData: Q105382754