Rossicaside B

Details

• Internal ID: 2b85622e-c93e-4a75-88ca-b1e233dab07a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCC=CC4=CC=C(C=C4)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OC/C=C/C4=CC=C(C=C4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C36H46O19/c1-16-31(54-36-28(46)26(44)25(43)22(14-37)51-36)27(45)29(47)35(50-16)55-33-30(48)34(49-12-2-3-17-4-8-19(39)9-5-17)52-23(15-38)32(33)53-24(42)11-7-18-6-10-20(40)21(41)13-18/h2-11,13,16,22-23,25-41,43-48H,12,14-15H2,1H3/b3-2+,11-7+/t16-,22+,23+,25+,26-,27-,28+,29+,30+,31-,32+,33+,34+,35-,36-/m0/s1
• InChI Key: KKCGJZXNCXWIHC-DSLUARRUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₆O₁₉
• Molecular Weight: 782.70 g/mol
• Exact Mass: 782.26332923 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

• [(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoxy]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7346	73.46%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.6785	67.85%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8531	85.31%
P-glycoprotein inhibitior	+	0.6223	62.23%
P-glycoprotein substrate	-	0.6283	62.83%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.9183	91.83%
CYP2C9 inhibition	-	0.9027	90.27%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.9245	92.45%
CYP2C8 inhibition	+	0.7190	71.90%
CYP inhibitory promiscuity	-	0.6423	64.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.8518	85.18%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8119	81.19%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8698	86.98%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9038	90.38%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	+	0.7339	73.39%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	+	0.5266	52.66%
Glucocorticoid receptor binding	+	0.5657	56.57%
Aromatase binding	-	0.5155	51.55%
PPAR gamma	+	0.7047	70.47%
Honey bee toxicity	-	0.7021	70.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.8682	86.82%

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	99.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.15%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.52%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.54%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.84%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL3194	P02766	Transthyretin	92.69%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.95%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	91.77%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.72%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.77%	86.92%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.11%	88.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.84%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.47%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.20%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.21%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.07%	97.09%

Plants that contains it

• Boschniakia rossica

Cross-Links

• PubChem: 11629212
• NPASS: NPC257521
• LOTUS: LTS0212592
• wikiData: Q105142123