Ribisin B

Details

• Internal ID: 1ef311e9-e844-45e9-b349-28495c1ff2b9
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2S,3S,4R)-4-hydroxy-2,3-dimethoxy-3,4-dihydro-2H-dibenzofuran-1-one
• SMILES (Canonical): COC1C(C2=C(C3=CC=CC=C3O2)C(=O)C1OC)O
• SMILES (Isomeric): CO[C@H]1[C@H](C2=C(C3=CC=CC=C3O2)C(=O)[C@H]1OC)O
• InChI: InChI=1S/C14H14O5/c1-17-13-10(15)9-7-5-3-4-6-8(7)19-12(9)11(16)14(13)18-2/h3-6,11,13-14,16H,1-2H3/t11-,13+,14-/m0/s1
• InChI Key: SWZHEXQWHYRGEY-YUTCNCBUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL2208236

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5271	52.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6840	68.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8022	80.22%
P-glycoprotein inhibitior	-	0.5900	59.00%
P-glycoprotein substrate	-	0.8463	84.63%
CYP3A4 substrate	+	0.5708	57.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.6117	61.17%
CYP2C9 inhibition	-	0.6475	64.75%
CYP2C19 inhibition	+	0.8180	81.80%
CYP2D6 inhibition	-	0.7596	75.96%
CYP1A2 inhibition	+	0.9334	93.34%
CYP2C8 inhibition	-	0.7418	74.18%
CYP inhibitory promiscuity	+	0.7134	71.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4420	44.20%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.4930	49.30%
Skin irritation	-	0.7430	74.30%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7392	73.92%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8141	81.41%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5150	51.50%
Acute Oral Toxicity (c)	II	0.4093	40.93%
Estrogen receptor binding	+	0.7364	73.64%
Androgen receptor binding	+	0.6829	68.29%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	-	0.4772	47.72%
Aromatase binding	-	0.5279	52.79%
PPAR gamma	+	0.7803	78.03%
Honey bee toxicity	-	0.8306	83.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9096	90.96%

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	97.77%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.16%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.39%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.05%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.57%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.36%	93.65%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.84%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.36%	86.33%

Plants that contains it

• Rubus idaeus

Cross-Links

• PubChem: 71461529
• NPASS: NPC251115
• LOTUS: LTS0139243
• wikiData: Q75070200