Flammulinolide C

Details

• Internal ID: 7a455faf-53f7-448a-8298-c976233995dd
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4R,5aR,8aR)-8a-hydroxy-4,7,7-trimethyl-4,5,5a,6-tetrahydro-3H-cyclopenta[g][2]benzofuran-1,8-dione
• SMILES (Canonical): CC1CC2CC(C(=O)C2(C3=C1COC3=O)O)(C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2CC(C(=O)[C@@]2(C3=C1COC3=O)O)(C)C
• InChI: InChI=1S/C14H18O4/c1-7-4-8-5-13(2,3)12(16)14(8,17)10-9(7)6-18-11(10)15/h7-8,17H,4-6H2,1-3H3/t7-,8-,14-/m1/s1
• InChI Key: MABAJDZRQISYRJ-WFEFGEHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 4
• 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	+	0.9901	99.01%
Caco-2	+	0.6718	67.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7737	77.37%
P-glycoprotein inhibitior	-	0.9105	91.05%
P-glycoprotein substrate	-	0.7847	78.47%
CYP3A4 substrate	+	0.5621	56.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.7085	70.85%
CYP2C9 inhibition	-	0.6947	69.47%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6118	61.18%
CYP2C8 inhibition	-	0.9082	90.82%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.6784	67.84%
Skin irritation	-	0.5466	54.66%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5456	54.56%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5228	52.28%
Acute Oral Toxicity (c)	III	0.5600	56.00%
Estrogen receptor binding	+	0.5442	54.42%
Androgen receptor binding	-	0.5517	55.17%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	-	0.5988	59.88%
Aromatase binding	-	0.8087	80.87%
PPAR gamma	-	0.5606	56.06%
Honey bee toxicity	-	0.8467	84.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.33%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.41%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.39%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.07%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.26%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.00%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.80%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.97%	91.24%
CHEMBL1951	P21397	Monoamine oxidase A	81.05%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.40%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57404420
• LOTUS: LTS0210840
• wikiData: Q77502399