Flammulinolide F

Details

• Internal ID: 7a278ec5-7153-4f17-9120-99e83a2b11d3
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4S,5aR)-4-hydroxy-4,7,7-trimethyl-1,5,5a,6-tetrahydrocyclopenta[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CC2CC(C3=C(C2=C1)COC3=O)(C)O)C
• SMILES (Isomeric): C[C@@]1(C[C@H]2CC(C=C2C3=C1C(=O)OC3)(C)C)O
• InChI: InChI=1S/C14H18O3/c1-13(2)4-8-5-14(3,16)11-10(9(8)6-13)7-17-12(11)15/h6,8,16H,4-5,7H2,1-3H3/t8-,14+/m1/s1
• InChI Key: OJRWXMRIJUQTIK-CLAHSXSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8581	85.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9549	95.49%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5301	53.01%
P-glycoprotein inhibitior	-	0.9549	95.49%
P-glycoprotein substrate	-	0.8204	82.04%
CYP3A4 substrate	+	0.5345	53.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.9384	93.84%
CYP2C9 inhibition	-	0.7762	77.62%
CYP2C19 inhibition	-	0.7715	77.15%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.7395	73.95%
CYP2C8 inhibition	-	0.9767	97.67%
CYP inhibitory promiscuity	-	0.8713	87.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4601	46.01%
Eye corrosion	-	0.9721	97.21%
Eye irritation	+	0.7285	72.85%
Skin irritation	-	0.6226	62.26%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5408	54.08%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7034	70.34%
skin sensitisation	-	0.6180	61.80%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7053	70.53%
Acute Oral Toxicity (c)	III	0.5458	54.58%
Estrogen receptor binding	-	0.7016	70.16%
Androgen receptor binding	-	0.5667	56.67%
Thyroid receptor binding	+	0.5196	51.96%
Glucocorticoid receptor binding	-	0.5312	53.12%
Aromatase binding	-	0.7790	77.90%
PPAR gamma	-	0.5475	54.75%
Honey bee toxicity	-	0.9322	93.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8909	89.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	91.80%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.92%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.78%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.10%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57404422
• LOTUS: LTS0185842
• wikiData: Q75067313