Bisdemalonylsalvianin

Details

• Internal ID: b6ecfd1c-51a9-4de2-b441-5e03b3e6075f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3-O-p-coumaroyl glycosides > Anthocyanidin 3-O-6-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)O)O)O
• InChI: InChI=1S/C36H36O18/c37-13-25-28(43)30(45)32(47)35(53-25)51-23-11-18(39)10-22-19(23)12-24(34(50-22)16-3-5-17(38)6-4-16)52-36-33(48)31(46)29(44)26(54-36)14-49-27(42)8-2-15-1-7-20(40)21(41)9-15/h1-12,25-26,28-33,35-37,43-48H,13-14H2,(H3-,38,39,40,41,42)/p+1/t25-,26-,28-,29-,30+,31+,32-,33-,35-,36-/m1/s1
• InChI Key: MLLMLJXCGLXOIJ-AQAMAIGXSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₇O₁₈+
• Molecular Weight: 757.70 g/mol
• Exact Mass: 757.19798933 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

• 168753-26-2
• pelargonidin 3-O-(6-O-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside
• [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• Pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside
• CHEBI:31966
• DTXSID60415212
• Q27114739
• 3-({6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl}oxy)-7-hydroxy-2-(4-hydroxyphenyl)chromenium-5-yl beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6960	69.60%
Caco-2	-	0.8980	89.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Nucleus	0.4440	44.40%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7616	76.16%
P-glycoprotein inhibitior	+	0.6616	66.16%
P-glycoprotein substrate	-	0.7208	72.08%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8988	89.88%
CYP2C8 inhibition	+	0.8757	87.57%
CYP inhibitory promiscuity	-	0.7020	70.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.8114	81.14%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7409	74.09%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8821	88.21%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8597	85.97%
Acute Oral Toxicity (c)	III	0.4213	42.13%
Estrogen receptor binding	+	0.7349	73.49%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	+	0.5230	52.30%
Glucocorticoid receptor binding	+	0.5875	58.75%
Aromatase binding	+	0.5535	55.35%
PPAR gamma	+	0.6684	66.84%
Honey bee toxicity	-	0.7017	70.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9058	90.58%

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	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.18%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.18%	86.33%
CHEMBL3194	P02766	Transthyretin	93.98%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.13%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.38%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.70%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.93%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.44%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.29%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.08%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.24%	86.92%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.82%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.54%	83.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.44%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.73%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.58%	89.62%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.52%	96.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.22%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	80.38%	95.93%

Plants that contains it

• Aconitum fischeri
• Apocynum androsaemifolium
• Espeletia grandiflora
• Huperzia yunnanensis
• Hyacinthus orientalis
• Lagascea mollis
• Pulmonaria mollis
• Rosa rugosa
• Tetracera alnifolia

Cross-Links

• PubChem: 5282161
• NPASS: NPC248296