Ribisin D

Details

• Internal ID: 71a28a14-6168-4c66-bffd-c18fa025a593
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2S,3R,4R)-4,6-dihydroxy-2,3-dimethoxy-3,4-dihydro-2H-dibenzofuran-1-one
• SMILES (Canonical): COC1C(C2=C(C3=C(O2)C(=CC=C3)O)C(=O)C1OC)O
• SMILES (Isomeric): CO[C@@H]1[C@H](C2=C(C3=C(O2)C(=CC=C3)O)C(=O)[C@H]1OC)O
• InChI: InChI=1S/C14H14O6/c1-18-13-9(16)8-6-4-3-5-7(15)11(6)20-12(8)10(17)14(13)19-2/h3-5,10,13-15,17H,1-2H3/t10-,13+,14+/m0/s1
• InChI Key: SMLKYYVQXIKCAM-ZLKJLUDKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• RefChem:179362
• (2S,3R,4R)-4,6-dihydroxy-2,3-dimethoxy-3,4-dihydro-2H-dibenzofuran-1-one
• CHEMBL2208235
• CHEBI:209944
• (2S,3R,4R)-4,6-dihydroxy-2,3-dimethoxy-3,4-dihydro-2H-dibenzouran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.5638	56.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7658	76.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8999	89.99%
P-glycoprotein inhibitior	-	0.6338	63.38%
P-glycoprotein substrate	-	0.7460	74.60%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8269	82.69%
CYP3A4 inhibition	-	0.5440	54.40%
CYP2C9 inhibition	+	0.6667	66.67%
CYP2C19 inhibition	+	0.8837	88.37%
CYP2D6 inhibition	-	0.5894	58.94%
CYP1A2 inhibition	+	0.9573	95.73%
CYP2C8 inhibition	-	0.6532	65.32%
CYP inhibitory promiscuity	+	0.8584	85.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4114	41.14%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.6122	61.22%
Skin irritation	-	0.6684	66.84%
Skin corrosion	-	0.9702	97.02%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7828	78.28%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8359	83.59%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6965	69.65%
Acute Oral Toxicity (c)	III	0.5007	50.07%
Estrogen receptor binding	+	0.8038	80.38%
Androgen receptor binding	+	0.6156	61.56%
Thyroid receptor binding	+	0.5230	52.30%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	+	0.5698	56.98%
PPAR gamma	+	0.6735	67.35%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9454	94.54%

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	97.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.60%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.87%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.16%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.79%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.97%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.91%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.60%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71459812
• LOTUS: LTS0109879
• wikiData: Q77491479