Rubinaphthin B

Details

• Internal ID: 5569a0ad-4bf9-4444-8172-5c24a81e94bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CC=C2OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C22H28O12/c23-7-13-15(25)17(27)19(29)21(33-13)31-11-5-6-12(10-4-2-1-3-9(10)11)32-22-20(30)18(28)16(26)14(8-24)34-22/h1-6,13-30H,7-8H2/t13-,14-,15-,16-,17+,18+,19-,20-,21-,22-/m1/s1
• InChI Key: JZCXWLYHHFCGQT-OALZDZJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₂
• Molecular Weight: 484.40 g/mol
• Exact Mass: 484.15807632 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7935	79.35%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5053	50.53%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7508	75.08%
P-glycoprotein inhibitior	-	0.6431	64.31%
P-glycoprotein substrate	-	0.9785	97.85%
CYP3A4 substrate	-	0.5477	54.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7897	78.97%
CYP3A4 inhibition	-	0.9591	95.91%
CYP2C9 inhibition	-	0.9426	94.26%
CYP2C19 inhibition	-	0.8242	82.42%
CYP2D6 inhibition	-	0.9066	90.66%
CYP1A2 inhibition	-	0.9117	91.17%
CYP2C8 inhibition	-	0.7098	70.98%
CYP inhibitory promiscuity	-	0.8235	82.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5637	56.37%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8802	88.02%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8027	80.27%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.8174	81.74%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6989	69.89%
Acute Oral Toxicity (c)	III	0.4130	41.30%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5462	54.62%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	-	0.4857	48.57%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	+	0.5550	55.50%
Honey bee toxicity	-	0.8403	84.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	-	0.3890	38.90%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.08%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.84%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.00%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.18%	99.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.10%	94.23%

Plants that contains it

• Rubia yunnanensis

Cross-Links

• PubChem: 11134650
• NPASS: NPC231285
• LOTUS: LTS0161793
• wikiData: Q105137346