Fetidone B

Details

• Internal ID: 7cdb0221-945a-47d2-bd1b-ff3583c64303
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4aR,7R,8aS)-7-hydroxy-3,4a,8,8-tetramethyl-4-methylidene-5,6,7,8a-tetrahydronaphthalen-1-one
• SMILES (Canonical): CC1=CC(=O)C2C(C(CCC2(C1=C)C)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)[C@H]2[C@](C1=C)(CC[C@H](C2(C)C)O)C
• InChI: InChI=1S/C15H22O2/c1-9-8-11(16)13-14(3,4)12(17)6-7-15(13,5)10(9)2/h8,12-13,17H,2,6-7H2,1,3-5H3/t12-,13-,15+/m1/s1
• InChI Key: MGYFDYDNOJDWGH-NFAWXSAZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (4aR,7R,8aS)-7-hydroxy-3,4a,8,8-tetramethyl-4-methylidene-5,6,7,8a-tetrahydronaphthalen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8277	82.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6248	62.48%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9111	91.11%
P-glycoprotein inhibitior	-	0.9460	94.60%
P-glycoprotein substrate	-	0.9240	92.40%
CYP3A4 substrate	+	0.5565	55.65%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.6204	62.04%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.7865	78.65%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	-	0.8572	85.72%
CYP inhibitory promiscuity	-	0.8634	86.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5499	54.99%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5321	53.21%
Skin irritation	+	0.6292	62.92%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7053	70.53%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	+	0.7785	77.85%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5771	57.71%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	-	0.7878	78.78%
Androgen receptor binding	-	0.5362	53.62%
Thyroid receptor binding	-	0.5431	54.31%
Glucocorticoid receptor binding	-	0.6111	61.11%
Aromatase binding	-	0.8272	82.72%
PPAR gamma	-	0.6428	64.28%
Honey bee toxicity	-	0.9370	93.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9661	96.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.94%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.20%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.03%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.70%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.62%	94.78%
CHEMBL1871	P10275	Androgen Receptor	83.02%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	81.85%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.48%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.48%	86.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.36%	94.75%

Plants that contains it

• Ferula assa-foetida

Cross-Links

• PubChem: 11843845
• LOTUS: LTS0261334
• wikiData: Q104400957