Ribalinine

Details

• Internal ID: e8e1a7d4-a706-46e3-b86b-07aea2cb5152
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: (3S)-3-hydroxy-2,2,10-trimethyl-3,4-dihydropyrano[2,3-b]quinolin-5-one
• SMILES (Canonical): CC1(C(CC2=C(O1)N(C3=CC=CC=C3C2=O)C)O)C
• SMILES (Isomeric): CC1([C@H](CC2=C(O1)N(C3=CC=CC=C3C2=O)C)O)C
• InChI: InChI=1S/C15H17NO3/c1-15(2)12(17)8-10-13(18)9-6-4-5-7-11(9)16(3)14(10)19-15/h4-7,12,17H,8H2,1-3H3/t12-/m0/s1
• InChI Key: HUPKGVIVTBASQC-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.30 g/mol
• Exact Mass: 259.12084340 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 7688-58-6
• (S)-(-)-Ribalinine
• DTXSID20998177
• (3S)-3-hydroxy-2,2,10-trimethyl-3,4-dihydropyrano[2,3-b]quinolin-5-one
• AKOS040753757

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	+	0.7882	78.82%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4424	44.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8517	85.17%
P-glycoprotein inhibitior	-	0.9261	92.61%
P-glycoprotein substrate	-	0.7775	77.75%
CYP3A4 substrate	+	0.6412	64.12%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7700	77.00%
CYP3A4 inhibition	-	0.8805	88.05%
CYP2C9 inhibition	-	0.8829	88.29%
CYP2C19 inhibition	-	0.6794	67.94%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	+	0.7851	78.51%
CYP2C8 inhibition	-	0.8838	88.38%
CYP inhibitory promiscuity	-	0.8987	89.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4858	48.58%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8226	82.26%
Skin irritation	-	0.8093	80.93%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4763	47.63%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.8516	85.16%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6361	63.61%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.5234	52.34%
Thyroid receptor binding	-	0.4881	48.81%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5683	56.83%
PPAR gamma	+	0.6606	66.06%
Honey bee toxicity	-	0.9363	93.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	-	0.6007	60.07%

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	97.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.28%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.91%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.17%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.14%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.22%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.78%	97.25%

Plants that contains it

• Acronychia pedunculata
• Agave deserti
• Aglaia silvestris
• Asclepias subulata
• Balfourodendron riedelianum
• Celastrus monospermus
• Conium maculatum
• Eutrochium purpureum
• Haplophyllum bucharicum
• Haplophyllum patavinum
• Hibiscus tilliaceus
• Hortonia floribunda
• Hosta sieboldiana
• Inula salsoloides
• Jacobaea cannabifolia
• Lepidaploa lilacina
• Morinda coreia
• Passiflora morifolia
• Solanum spirale
• Sophora leachiana
• Vepris nobilis
• Vepris soyauxii
• Zanthoxylum nitidum
• Zanthoxylum simulans

Cross-Links

• PubChem: 932818
• NPASS: NPC284323
• LOTUS: LTS0069515
• wikiData: Q104403695