Dihydrobigelovin

Details

• Internal ID: 8c26690c-8e53-48bd-841f-005ca5f8f0e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl) acetate
• InChI: InChI=1S/C17H22O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h8,11-12,14-15H,2,5-7H2,1,3-4H3
• InChI Key: JCDZXDWMCKMXFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• ECA99907

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.7543	75.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5763	57.63%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	-	0.2186	21.86%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9219	92.19%
P-glycoprotein inhibitior	-	0.6355	63.55%
P-glycoprotein substrate	-	0.8361	83.61%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.7357	73.57%
CYP2C9 inhibition	-	0.8023	80.23%
CYP2C19 inhibition	-	0.7735	77.35%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	+	0.7419	74.19%
CYP2C8 inhibition	-	0.5790	57.90%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6147	61.47%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.7030	70.30%
Skin irritation	+	0.5203	52.03%
Skin corrosion	-	0.8905	89.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6710	67.10%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7521	75.21%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6873	68.73%
Acute Oral Toxicity (c)	II	0.4384	43.84%
Estrogen receptor binding	+	0.7332	73.32%
Androgen receptor binding	+	0.5515	55.15%
Thyroid receptor binding	-	0.5473	54.73%
Glucocorticoid receptor binding	-	0.4936	49.36%
Aromatase binding	-	0.5712	57.12%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7505	75.05%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	96.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.04%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	93.63%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.14%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.08%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.73%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.22%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.33%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.29%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.36%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12305907
• LOTUS: LTS0102247
• wikiData: Q105124753