Deoxypumilin

Details

• Internal ID: fa2300c9-7231-4908-b4c7-23a648363c7e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3aR,4R,5R,9aS,9bR)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2C(C3C(=CC(=O)C3=C1C)C)OC(=O)C2=C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@H]2[C@@H]([C@H]3C(=CC(=O)C3=C1C)C)OC(=O)C2=C)O
• InChI: InChI=1S/C20H22O6/c1-6-8(2)19(23)25-17-10(4)14-12(21)7-9(3)13(14)18-15(16(17)22)11(5)20(24)26-18/h6-7,13,15-18,22H,5H2,1-4H3/b8-6-/t13-,15+,16+,17+,18+/m0/s1
• InChI Key: PHMGTWLYHMQYHV-KCUVMBNASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• AKOS040739430
• NCGC00380702-01
• NCGC00380702-01_C20H22O6_2-Butenoic acid, 2-methyl-, (3aR,4R,5R,9aS,9bR)-2,3,3a,4,5,7,9a,9b-octahydro-4-hydroxy-6,9-dimethyl-3-methylene-2,7-dioxoazuleno[4,5-b]furan-5-yl ester, (2Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.5577	55.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6045	60.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9002	90.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6696	66.96%
P-glycoprotein inhibitior	-	0.4462	44.62%
P-glycoprotein substrate	-	0.7193	71.93%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9081	90.81%
CYP3A4 inhibition	-	0.7139	71.39%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.6561	65.61%
CYP2C8 inhibition	-	0.6252	62.52%
CYP inhibitory promiscuity	-	0.8673	86.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4451	44.51%
Eye corrosion	-	0.9114	91.14%
Eye irritation	-	0.8093	80.93%
Skin irritation	-	0.6305	63.05%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5233	52.33%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6701	67.01%
skin sensitisation	-	0.7147	71.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7747	77.47%
Acute Oral Toxicity (c)	II	0.3320	33.20%
Estrogen receptor binding	+	0.7393	73.93%
Androgen receptor binding	+	0.5437	54.37%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	-	0.4949	49.49%
Aromatase binding	-	0.6334	63.34%
PPAR gamma	+	0.5317	53.17%
Honey bee toxicity	-	0.6458	64.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	93.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.42%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.64%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.31%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	84.73%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.20%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.11%	94.00%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 38357118
• LOTUS: LTS0036914
• wikiData: Q105209086