Fascicularone A

Details

• Internal ID: 303194a1-d40a-443e-b7c1-9a5be2169b00
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2aS,4R,5S,6S,7S,7aS)-4,5,7-trihydroxy-1,1,6-trimethyl-2a,4,5,6,7,7a-hexahydro-2H-cyclobuta[a]inden-3-one
• InChI: InChI=1S/C14H20O4/c1-5-7-8(12(17)13(18)10(5)15)6-4-14(2,3)9(6)11(7)16/h5-6,9-11,13,15-16,18H,4H2,1-3H3/t5-,6+,9+,10-,11+,13+/m0/s1
• InChI Key: PIWPHUKZKLFPOJ-AHPXUNCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.7952	79.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6556	65.56%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9357	93.57%
P-glycoprotein inhibitior	-	0.9103	91.03%
P-glycoprotein substrate	-	0.9143	91.43%
CYP3A4 substrate	-	0.5076	50.76%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.7419	74.19%
CYP2C9 inhibition	-	0.6927	69.27%
CYP2C19 inhibition	-	0.7190	71.90%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.6352	63.52%
CYP2C8 inhibition	-	0.9609	96.09%
CYP inhibitory promiscuity	-	0.7427	74.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4604	46.04%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8342	83.42%
Skin irritation	-	0.5302	53.02%
Skin corrosion	-	0.8800	88.00%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7143	71.43%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5565	55.65%
skin sensitisation	-	0.6239	62.39%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7303	73.03%
Acute Oral Toxicity (c)	III	0.4687	46.87%
Estrogen receptor binding	+	0.5767	57.67%
Androgen receptor binding	-	0.5652	56.52%
Thyroid receptor binding	+	0.5689	56.89%
Glucocorticoid receptor binding	-	0.5217	52.17%
Aromatase binding	-	0.7145	71.45%
PPAR gamma	-	0.6547	65.47%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	91.74%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.55%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.39%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.01%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101338737
• LOTUS: LTS0219574
• wikiData: Q77511920