Isogermafurenolide

Details

• Internal ID: b89acf60-db28-4c61-a550-723022b677b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5S,6S,7aS)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-4,5,7,7a-tetrahydro-1-benzofuran-2-one
• InChI: InChI=1S/C15H20O2/c1-6-15(5)8-13-11(7-12(15)9(2)3)10(4)14(16)17-13/h6,12-13H,1-2,7-8H2,3-5H3/t12-,13-,15+/m0/s1
• InChI Key: IEOHWPUTLCTSCQ-KCQAQPDRSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL513373
• BDBM50594957
• D85075

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6151	61.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4410	44.10%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8437	84.37%
P-glycoprotein inhibitior	-	0.9038	90.38%
P-glycoprotein substrate	-	0.8630	86.30%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.6307	63.07%
CYP2C9 inhibition	-	0.9436	94.36%
CYP2C19 inhibition	-	0.6625	66.25%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	+	0.6340	63.40%
CYP2C8 inhibition	-	0.8995	89.95%
CYP inhibitory promiscuity	-	0.8197	81.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.4584	45.84%
Eye corrosion	-	0.9625	96.25%
Eye irritation	+	0.6361	63.61%
Skin irritation	+	0.5697	56.97%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3667	36.67%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7107	71.07%
skin sensitisation	+	0.6506	65.06%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8110	81.10%
Acute Oral Toxicity (c)	III	0.7000	70.00%
Estrogen receptor binding	-	0.7016	70.16%
Androgen receptor binding	-	0.4869	48.69%
Thyroid receptor binding	-	0.6201	62.01%
Glucocorticoid receptor binding	-	0.5480	54.80%
Aromatase binding	-	0.6454	64.54%
PPAR gamma	+	0.5404	54.04%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.37%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.32%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.45%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	84.17%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.19%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	81.00%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.86%	94.45%

Plants that contains it

• Lindera aggregata
• Neolitsea hiiranensis
• Vepris unifoliolata

Cross-Links

• PubChem: 14038405
• LOTUS: LTS0238186
• wikiData: Q105111895