(+)-8-epi-Altholactone

Details

• Internal ID: 6df39108-6be2-4101-b55c-24d4c4efcef7
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: 3-hydroxy-2-phenyl-2,3,3a,7a-tetrahydrofuro[3,2-b]pyran-5-one
• SMILES (Canonical): C1=CC=C(C=C1)C2C(C3C(O2)C=CC(=O)O3)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2C(C3C(O2)C=CC(=O)O3)O
• InChI: InChI=1S/C13H12O4/c14-10-7-6-9-13(17-10)11(15)12(16-9)8-4-2-1-3-5-8/h1-7,9,11-13,15H
• InChI Key: ZKIRVBNLJKGIEM-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• NSC383482
• NSC633430
• B826538K051
• NSC633427
• NSC633428
• CHEMBL1968763
• CHEBI:181599
• 3-hydroxy-2-phenyl-2,3,3a,7a-tetrahydrofuro[3,2-b]pyran-5-one
• NSC-383482
• NSC-633430
• NCGC00385442-01
• NCI60_003677
• 3-Hydroxy-2-phenyl-2,3,3a,7a-tetrahydro-furo[3,2-b]pyran-5-one
• 3-hydroxy-2-phenyl-2,3,3a,7a-tetrahydrouro[3,2-b]pyran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.6234	62.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5603	56.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8617	86.17%
P-glycoprotein inhibitior	-	0.9000	90.00%
P-glycoprotein substrate	-	0.9746	97.46%
CYP3A4 substrate	-	0.6030	60.30%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	+	0.5169	51.69%
CYP2C9 inhibition	-	0.6303	63.03%
CYP2C19 inhibition	-	0.6818	68.18%
CYP2D6 inhibition	-	0.8621	86.21%
CYP1A2 inhibition	-	0.6420	64.20%
CYP2C8 inhibition	-	0.8789	87.89%
CYP inhibitory promiscuity	-	0.6206	62.06%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4292	42.92%
Eye corrosion	-	0.9609	96.09%
Eye irritation	+	0.8306	83.06%
Skin irritation	+	0.5552	55.52%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7639	76.39%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7588	75.88%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5340	53.40%
Acute Oral Toxicity (c)	II	0.5429	54.29%
Estrogen receptor binding	-	0.6101	61.01%
Androgen receptor binding	-	0.7370	73.70%
Thyroid receptor binding	-	0.6843	68.43%
Glucocorticoid receptor binding	-	0.8079	80.79%
Aromatase binding	-	0.7519	75.19%
PPAR gamma	-	0.5257	52.57%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9189	91.89%

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	92.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.87%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.06%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.87%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	84.87%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%

Plants that contains it

• Goniothalamus borneensis
• Goniothalamus cardiopetalus
• Goniothalamus laoticus
• Goniothalamus tapis
• Goniothalamus undulatus

Cross-Links

• PubChem: 343590
• LOTUS: LTS0213513
• wikiData: Q105378487