Chiloscyphone

Details

• Internal ID: 5639e17f-d59a-478f-b8a0-aa61515c65d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methyl-2-methylidene-8-propan-2-yl-3,4,4a,7,8,8a-hexahydronaphthalen-1-one
• SMILES (Canonical): CC1=CCC(C2C1CCC(=C)C2=O)C(C)C
• SMILES (Isomeric): CC1=CCC(C2C1CCC(=C)C2=O)C(C)C
• InChI: InChI=1S/C15H22O/c1-9(2)12-7-5-10(3)13-8-6-11(4)15(16)14(12)13/h5,9,12-14H,4,6-8H2,1-3H3
• InChI Key: VDMHNWBQSSGYNR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• VDMHNWBQSSGYNR-UHFFFAOYSA-N
• 8-Isopropyl-5-methyl-2-methylene-3,4,4a,7,8,8a-hexahydro-1(2H)-naphthalenone #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8870	88.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4774	47.74%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9409	94.09%
OATP1B3 inhibitior	+	0.8447	84.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8360	83.60%
P-glycoprotein inhibitior	-	0.9019	90.19%
P-glycoprotein substrate	-	0.9211	92.11%
CYP3A4 substrate	-	0.5372	53.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8122	81.22%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.7411	74.11%
CYP2C19 inhibition	-	0.5446	54.46%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.5519	55.19%
CYP2C8 inhibition	-	0.9555	95.55%
CYP inhibitory promiscuity	-	0.5766	57.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9110	91.10%
Carcinogenicity (trinary)	Non-required	0.5553	55.53%
Eye corrosion	-	0.9438	94.38%
Eye irritation	+	0.6439	64.39%
Skin irritation	+	0.5906	59.06%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5315	53.15%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.8775	87.75%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5476	54.76%
Acute Oral Toxicity (c)	III	0.6845	68.45%
Estrogen receptor binding	-	0.8560	85.60%
Androgen receptor binding	+	0.5505	55.05%
Thyroid receptor binding	-	0.7205	72.05%
Glucocorticoid receptor binding	-	0.7263	72.63%
Aromatase binding	-	0.8497	84.97%
PPAR gamma	-	0.6871	68.71%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9899	98.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.47%	90.71%
CHEMBL1871	P10275	Androgen Receptor	86.62%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.48%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.41%	93.56%

Plants that contains it

• Chiloscyphus pallescens

Cross-Links

• PubChem: 534993
• LOTUS: LTS0137124
• wikiData: Q105284247