Ribisin A

Details

• Internal ID: f148506e-b845-4e11-8185-2df0ded88287
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2S,3R,4R)-3,4-dihydroxy-2-methoxy-3,4-dihydro-2H-dibenzofuran-1-one
• SMILES (Canonical): COC1C(C(C2=C(C1=O)C3=CC=CC=C3O2)O)O
• SMILES (Isomeric): CO[C@H]1[C@@H]([C@H](C2=C(C1=O)C3=CC=CC=C3O2)O)O
• InChI: InChI=1S/C13H12O5/c1-17-13-9(14)8-6-4-2-3-5-7(6)18-12(8)10(15)11(13)16/h2-5,10-11,13,15-16H,1H3/t10-,11-,13-/m1/s1
• InChI Key: AJGBUIPZHMUZEY-NQBHXWOUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• RefChem:179359
• (2S,3R,4R)-3,4-dihydroxy-2-methoxy-3,4-dihydro-2H-dibenzofuran-1-one
• CHEMBL2208376
• SCHEMBL31140021
• CHEBI:206408
• (2S,3R,4R)-3,4-dihydroxy-2-methoxy-3,4-dihydro-2H-dibenzouran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	-	0.7162	71.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6993	69.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9876	98.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8173	81.73%
P-glycoprotein inhibitior	-	0.7721	77.21%
P-glycoprotein substrate	-	0.8803	88.03%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.8106	81.06%
CYP2C9 inhibition	-	0.6296	62.96%
CYP2C19 inhibition	+	0.6860	68.60%
CYP2D6 inhibition	-	0.8471	84.71%
CYP1A2 inhibition	+	0.9417	94.17%
CYP2C8 inhibition	-	0.7282	72.82%
CYP inhibitory promiscuity	+	0.6434	64.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4110	41.10%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.4886	48.86%
Skin irritation	-	0.6799	67.99%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8168	81.68%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5855	58.55%
Acute Oral Toxicity (c)	III	0.4620	46.20%
Estrogen receptor binding	+	0.6805	68.05%
Androgen receptor binding	+	0.5939	59.39%
Thyroid receptor binding	-	0.5860	58.60%
Glucocorticoid receptor binding	+	0.6523	65.23%
Aromatase binding	-	0.5907	59.07%
PPAR gamma	+	0.6836	68.36%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9119	91.19%

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	98.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.30%	99.23%
CHEMBL2581	P07339	Cathepsin D	92.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.35%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.88%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	87.06%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.18%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.84%	93.65%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.92%	85.14%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.78%	94.23%
CHEMBL2535	P11166	Glucose transporter	80.54%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.11%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71456109
• LOTUS: LTS0203809
• wikiData: Q77515056