Asteriscunolide B

Details

• Internal ID: 75c7739a-d2bd-439c-bdef-d68da23cc844
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4E,7Z,10S)-5,9,9-trimethyl-11-oxabicyclo[8.2.1]trideca-1(13),4,7-triene-6,12-dione
• SMILES (Canonical): CC1=CCCC2=CC(C(C=CC1=O)(C)C)OC2=O
• SMILES (Isomeric): C/C/1=C\CCC2=C[C@@H](C(/C=C\C1=O)(C)C)OC2=O
• InChI: InChI=1S/C15H18O3/c1-10-5-4-6-11-9-13(18-14(11)17)15(2,3)8-7-12(10)16/h5,7-9,13H,4,6H2,1-3H3/b8-7-,10-5+/t13-/m0/s1
• InChI Key: CAHQQYHQUHYOGU-WGGPUXJNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 90383-29-2
• (4E,7Z,10S)-5,9,9-trimethyl-11-oxabicyclo[8.2.1]trideca-1(13),4,7-triene-6,12-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8294	82.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7408	74.08%
P-glycoprotein inhibitior	-	0.9420	94.20%
P-glycoprotein substrate	-	0.9216	92.16%
CYP3A4 substrate	+	0.5699	56.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.9066	90.66%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.8873	88.73%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	+	0.7846	78.46%
CYP2C8 inhibition	-	0.8746	87.46%
CYP inhibitory promiscuity	-	0.8175	81.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9408	94.08%
Eye irritation	+	0.5561	55.61%
Skin irritation	+	0.5936	59.36%
Skin corrosion	-	0.7241	72.41%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4227	42.27%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.5728	57.28%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7571	75.71%
Acute Oral Toxicity (c)	III	0.7264	72.64%
Estrogen receptor binding	-	0.5783	57.83%
Androgen receptor binding	-	0.7299	72.99%
Thyroid receptor binding	-	0.8353	83.53%
Glucocorticoid receptor binding	-	0.7524	75.24%
Aromatase binding	+	0.5329	53.29%
PPAR gamma	-	0.6075	60.75%
Honey bee toxicity	-	0.8895	88.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9523	95.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.42%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.09%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.36%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	85.71%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.11%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%

Plants that contains it

• Asteriscus aquaticus
• Asteriscus graveolens
• Asteriscus graveolens subsp. graveolens
• Asteriscus intermedius
• Asteriscus sericeus

Cross-Links

• PubChem: 13919625
• LOTUS: LTS0251199
• wikiData: Q104401922