Goniothalamin epoxide

Details

• Internal ID: 6dbb7177-f404-4992-b495-5528db083541
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(2S,3S)-3-phenyloxiran-2-yl]-2,3-dihydropyran-6-one
• SMILES (Canonical): C1C=CC(=O)OC1C2C(O2)C3=CC=CC=C3
• SMILES (Isomeric): C1C=CC(=O)O[C@H]1[C@H]2[C@@H](O2)C3=CC=CC=C3
• InChI: InChI=1S/C13H12O3/c14-11-8-4-7-10(15-11)13-12(16-13)9-5-2-1-3-6-9/h1-6,8,10,12-13H,7H2/t10-,12+,13+/m1/s1
• InChI Key: GMKNQTQLCWOLSD-WXHSDQCUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Goniothalamin oxide
• CHEMBL468242
• (2R)-2-[(2S,3S)-3-Phenyloxiran-2-yl]-2,3-dihydropyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7661	76.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7499	74.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7897	78.97%
P-glycoprotein inhibitior	-	0.9414	94.14%
P-glycoprotein substrate	-	0.9631	96.31%
CYP3A4 substrate	-	0.6233	62.33%
CYP2C9 substrate	+	0.5818	58.18%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.8432	84.32%
CYP2C9 inhibition	-	0.7861	78.61%
CYP2C19 inhibition	-	0.5868	58.68%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8093	80.93%
CYP2C8 inhibition	-	0.8568	85.68%
CYP inhibitory promiscuity	-	0.5765	57.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.4771	47.71%
Eye corrosion	-	0.9428	94.28%
Eye irritation	+	0.6536	65.36%
Skin irritation	+	0.5737	57.37%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6069	60.69%
Micronuclear	+	0.5544	55.44%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.6254	62.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7525	75.25%
Acute Oral Toxicity (c)	II	0.4751	47.51%
Estrogen receptor binding	+	0.5880	58.80%
Androgen receptor binding	-	0.6614	66.14%
Thyroid receptor binding	-	0.8243	82.43%
Glucocorticoid receptor binding	-	0.8009	80.09%
Aromatase binding	-	0.7168	71.68%
PPAR gamma	-	0.7132	71.32%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7875	78.75%

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	94.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.04%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	83.70%	95.48%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.66%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.73%	94.73%

Plants that contains it

• Goniothalamus amuyon
• Goniothalamus dolichocarpus
• Gymnacranthera farquhariana var. paniculata
• Lysimachia monelli
• Ornithogalum thyrsoides

Cross-Links

• PubChem: 11042149
• NPASS: NPC98911
• LOTUS: LTS0198692
• wikiData: Q105011991