Pelargonidin 3-O-glucosyl-rutinoside

Details

• Internal ID: 6fd03861-6ec9-4e03-a1c9-fcf6e5dc7e07
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC=C(C=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H](C(O6)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H40O19/c1-11-21(38)24(41)27(44)31(47-11)46-10-20-23(40)26(43)30(52-32-28(45)25(42)22(39)19(9-34)50-32)33(51-20)49-18-8-15-16(37)6-14(36)7-17(15)48-29(18)12-2-4-13(35)5-3-12/h2-8,11,19-28,30-34,38-45H,9-10H2,1H3,(H2-,35,36,37)/p+1/t11-,19?,20+,21-,22+,23+,24+,25-,26-,27+,28+,30+,31+,32-,33+/m0/s1
• InChI Key: YGSWCXGIDLPEGH-HVZHPKBVSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₁O₁₉+
• Molecular Weight: 741.70 g/mol
• Exact Mass: 741.22420407 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.65
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

• Pelargonidin 3-(2glu glucosylrutinoside)
• CHEBI:180781
• DTXSID301341474
• Pelargonidin 3-glucosyl-rutinoside
• (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8325	83.25%
Caco-2	-	0.9088	90.88%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4987	49.87%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6602	66.02%
P-glycoprotein inhibitior	-	0.5632	56.32%
P-glycoprotein substrate	-	0.5312	53.12%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.9725	97.25%
CYP2C9 inhibition	-	0.9009	90.09%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.8692	86.92%
CYP2C8 inhibition	+	0.8096	80.96%
CYP inhibitory promiscuity	-	0.7189	71.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6161	61.61%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.8311	83.11%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7369	73.69%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9223	92.23%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8919	89.19%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.8013	80.13%
Androgen receptor binding	+	0.5304	53.04%
Thyroid receptor binding	+	0.5484	54.84%
Glucocorticoid receptor binding	-	0.5138	51.38%
Aromatase binding	+	0.6329	63.29%
PPAR gamma	+	0.7427	74.27%
Honey bee toxicity	-	0.7220	72.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7426	74.26%

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	99.32%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.17%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.54%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.57%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.01%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	92.03%	98.35%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.52%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.47%	95.78%
CHEMBL1937	Q92769	Histone deacetylase 2	88.30%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.82%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	86.66%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	86.18%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.07%	92.94%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.39%	93.10%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.40%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.29%	86.92%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.27%	96.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.58%	95.89%
CHEMBL3194	P02766	Transthyretin	80.41%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.23%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.10%	95.56%

Plants that contains it

• Rubus idaeus

Cross-Links

• PubChem: 131751479
• LOTUS: LTS0156209
• wikiData: Q104392047