ganofuran B

Details

• Internal ID: d41bf9cd-bb3d-4c90-96b2-ac6c489ed709
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5E)-2-(5-hydroxy-1-benzofuran-2-yl)-6,10-dimethylundeca-5,9-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(C1=CC2=C(O1)C=CC(=C2)O)C(=O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CCC(C1=CC2=C(O1)C=CC(=C2)O)C(=O)O)/C)C
• InChI: InChI=1S/C21H26O4/c1-14(2)6-4-7-15(3)8-5-9-18(21(23)24)20-13-16-12-17(22)10-11-19(16)25-20/h6,8,10-13,18,22H,4-5,7,9H2,1-3H3,(H,23,24)/b15-8+
• InChI Key: XZFXVBWSDABZIS-OVCLIPMQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.78
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• CHEMBL1097548

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.5063	50.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.7195	71.95%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	+	0.8747	87.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8855	88.55%
P-glycoprotein inhibitior	-	0.5836	58.36%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	+	0.5170	51.70%
CYP2C9 substrate	-	0.5853	58.53%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	+	0.8086	80.86%
CYP2C9 inhibition	-	0.5102	51.02%
CYP2C19 inhibition	+	0.5855	58.55%
CYP2D6 inhibition	-	0.7241	72.41%
CYP1A2 inhibition	+	0.8374	83.74%
CYP2C8 inhibition	-	0.6523	65.23%
CYP inhibitory promiscuity	+	0.6227	62.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8639	86.39%
Skin irritation	-	0.7121	71.21%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6996	69.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7231	72.31%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6493	64.93%
Acute Oral Toxicity (c)	II	0.3211	32.11%
Estrogen receptor binding	+	0.7143	71.43%
Androgen receptor binding	+	0.7566	75.66%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.6468	64.68%
Aromatase binding	-	0.5376	53.76%
PPAR gamma	+	0.8862	88.62%
Honey bee toxicity	-	0.9076	90.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.31%	92.08%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.35%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.53%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	93.20%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.02%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.25%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.32%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.71%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.09%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.86%	94.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46830519
• LOTUS: LTS0234771
• wikiData: Q105344911