Annuionone C

Details

• Internal ID: 532bc0db-485f-40fd-8ee5-84a88f108748
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 6-[(E)-3-hydroxybut-1-enyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-one
• SMILES (Canonical): CC(C=CC12C(CC(=O)CC1(O2)C)(C)C)O
• SMILES (Isomeric): CC(/C=C/C12C(CC(=O)CC1(O2)C)(C)C)O
• InChI: InChI=1S/C13H20O3/c1-9(14)5-6-13-11(2,3)7-10(15)8-12(13,4)16-13/h5-6,9,14H,7-8H2,1-4H3/b6-5+
• InChI Key: DZVNWYFIADDOQC-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 6-[(E)-3-hydroxybut-1-enyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-one
• CHEBI:168292
• 5,6-Epoxy-9-hydroxy-7-megastigmen-3-one
• 6-[(1E)-3-hydroxybut-1-en-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.8044	80.44%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6005	60.05%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7742	77.42%
P-glycoprotein inhibitior	-	0.9631	96.31%
P-glycoprotein substrate	-	0.9640	96.40%
CYP3A4 substrate	-	0.5343	53.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7983	79.83%
CYP3A4 inhibition	-	0.8632	86.32%
CYP2C9 inhibition	-	0.8280	82.80%
CYP2C19 inhibition	-	0.7352	73.52%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.7554	75.54%
CYP2C8 inhibition	-	0.9728	97.28%
CYP inhibitory promiscuity	-	0.9597	95.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8213	82.13%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9454	94.54%
Eye irritation	-	0.4877	48.77%
Skin irritation	+	0.4912	49.12%
Skin corrosion	-	0.9043	90.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8535	85.35%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5979	59.79%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5357	53.57%
Acute Oral Toxicity (c)	III	0.5205	52.05%
Estrogen receptor binding	-	0.6850	68.50%
Androgen receptor binding	-	0.5963	59.63%
Thyroid receptor binding	-	0.5664	56.64%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6585	65.85%
PPAR gamma	-	0.6595	65.95%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8463	84.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.31%	83.82%
CHEMBL230	P35354	Cyclooxygenase-2	93.59%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.06%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.99%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.64%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.87%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.20%	97.25%
CHEMBL2039	P27338	Monoamine oxidase B	81.80%	92.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.18%	89.34%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 9920924
• LOTUS: LTS0265590
• wikiData: Q104992045