Flammulinolide B

Details

• Internal ID: e8250233-95c6-4b1f-a59f-716b2bf39db7
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4R,5aR,8S,8aR)-8,8a-dihydroxy-4,7,7-trimethyl-3,4,5,5a,6,8-hexahydrocyclopenta[g][2]benzofuran-1-one
• SMILES (Canonical): CC1CC2CC(C(C2(C3=C1COC3=O)O)O)(C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2CC([C@@H]([C@@]2(C3=C1COC3=O)O)O)(C)C
• InChI: InChI=1S/C14H20O4/c1-7-4-8-5-13(2,3)12(16)14(8,17)10-9(7)6-18-11(10)15/h7-8,12,16-17H,4-6H2,1-3H3/t7-,8-,12+,14-/m1/s1
• InChI Key: BCUOGZVXZURDHS-SAFKRARWSA-N
• Popularity: 1 reference 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): 66.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.5901	59.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7844	78.44%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9396	93.96%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6985	69.85%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.7630	76.30%
CYP3A4 substrate	+	0.5911	59.11%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7737	77.37%
CYP2C9 inhibition	-	0.7016	70.16%
CYP2C19 inhibition	-	0.7966	79.66%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.5502	55.02%
CYP2C8 inhibition	-	0.9065	90.65%
CYP inhibitory promiscuity	-	0.8061	80.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5018	50.18%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.5219	52.19%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	+	0.6163	61.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6645	66.45%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.7756	77.56%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.5880	58.80%
Estrogen receptor binding	-	0.5322	53.22%
Androgen receptor binding	-	0.5053	50.53%
Thyroid receptor binding	+	0.6161	61.61%
Glucocorticoid receptor binding	-	0.5976	59.76%
Aromatase binding	-	0.7114	71.14%
PPAR gamma	-	0.5173	51.73%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	94.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.20%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.44%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.78%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.91%	95.93%
CHEMBL2581	P07339	Cathepsin D	84.54%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	83.32%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.72%	97.14%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.19%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57404404
• LOTUS: LTS0160838
• wikiData: Q77421398