Chiloscypha-2,7-dione

Details

• Internal ID: fd4ef6ef-6a08-48f0-9d25-abb8badebf03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1S,7S,7aS)-7,7a-dimethyl-1-(2-methylprop-2-enoyl)-2,3,6,7-tetrahydro-1H-inden-5-one
• SMILES (Canonical): CC1CC(=O)C=C2C1(C(CC2)C(=O)C(=C)C)C
• SMILES (Isomeric): C[C@H]1CC(=O)C=C2[C@@]1([C@H](CC2)C(=O)C(=C)C)C
• InChI: InChI=1S/C15H20O2/c1-9(2)14(17)13-6-5-11-8-12(16)7-10(3)15(11,13)4/h8,10,13H,1,5-7H2,2-4H3/t10-,13+,15+/m0/s1
• InChI Key: UQEVJIYDECNMHF-PSOPSSQASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL462804

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8116	81.16%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9049	90.49%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7816	78.16%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.8085	80.85%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8735	87.35%
CYP2C9 inhibition	-	0.9088	90.88%
CYP2C19 inhibition	-	0.7787	77.87%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.7703	77.03%
CYP2C8 inhibition	-	0.8453	84.53%
CYP inhibitory promiscuity	-	0.8939	89.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4714	47.14%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.6928	69.28%
Skin irritation	+	0.7162	71.62%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6783	67.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.4032	40.32%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	+	0.7678	76.78%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4779	47.79%
Acute Oral Toxicity (c)	III	0.8157	81.57%
Estrogen receptor binding	-	0.7786	77.86%
Androgen receptor binding	+	0.6193	61.93%
Thyroid receptor binding	-	0.6625	66.25%
Glucocorticoid receptor binding	-	0.7184	71.84%
Aromatase binding	-	0.6331	63.31%
PPAR gamma	-	0.5562	55.62%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	96.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.41%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	85.80%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.77%	95.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.62%	92.94%
CHEMBL1871	P10275	Androgen Receptor	82.40%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.12%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	81.94%	97.05%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.36%	93.04%

Plants that contains it

• Chiloscyphus polyanthos var. rivularis

Cross-Links

• PubChem: 10513764
• NPASS: NPC212210