CID 15407259

Details

• Internal ID: ac6c228c-ee94-4745-8093-b6dde510dc7d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,4S,5aS,9aS)-1,4-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2(C1CC(C3=C2C(OC3=O)O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1C[C@@H](C3=C2[C@@H](OC3=O)O)O)(C)C
• InChI: InChI=1S/C15H22O4/c1-14(2)5-4-6-15(3)9(14)7-8(16)10-11(15)13(18)19-12(10)17/h8-9,13,16,18H,4-7H2,1-3H3/t8-,9-,13+,15-/m0/s1
• InChI Key: FFDNVMGPKVVVOG-JCTPYMPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 6750-10-3
• (1R,4S,5aS,9aS)-1,4-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• (+)-Fuegin
• (1R,4S,5AS,9aS)-1,4-dihydroxy-6,6,9a-trimethyl-4,5,5a,6,7,8,9,9a-octahydronaphtho[1,2-c]furan-3(1H)-one
• SCHEMBL7749358
• AKOS040761752
• FS-10056

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.7292	72.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7032	70.32%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8863	88.63%
P-glycoprotein inhibitior	-	0.8674	86.74%
P-glycoprotein substrate	-	0.9381	93.81%
CYP3A4 substrate	+	0.5714	57.14%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7459	74.59%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.6774	67.74%
CYP2C8 inhibition	-	0.8555	85.55%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4631	46.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8193	81.93%
Skin irritation	+	0.5952	59.52%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7310	73.10%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.7302	73.02%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5886	58.86%
Acute Oral Toxicity (c)	I	0.5072	50.72%
Estrogen receptor binding	+	0.6320	63.20%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.5580	55.80%
Aromatase binding	-	0.6152	61.52%
PPAR gamma	+	0.6988	69.88%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	95.23%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.80%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.61%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.91%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%

Plants that contains it

• Cinnamodendron corticosum
• Persicaria hydropiper

Cross-Links

• PubChem: 15407259
• LOTUS: LTS0027948
• wikiData: Q104994380