3-[[(2R,3S,4S,5R,6S)-6-[3-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-hydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: a4c5404c-37ee-40c8-878e-9a8b4ef5d4aa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-6-[3-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-hydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C33H34O23/c34-11-3-15-12(16(4-11)53-32-29(48)27(46)25(44)18(55-32)8-50-22(41)6-20(37)38)5-17(31(52-15)10-1-13(35)24(43)14(36)2-10)54-33-30(49)28(47)26(45)19(56-33)9-51-23(42)7-21(39)40/h1-5,18-19,25-30,32-33,44-49H,6-9H2,(H5-,34,35,36,37,38,39,40,43)/p+1/t18-,19-,25-,26-,27+,28+,29-,30-,32-,33-/m1/s1
• InChI Key: YUUVWWMPUDXXPV-QVSLJVSESA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₅O₂₃+
• Molecular Weight: 799.60 g/mol
• Exact Mass: 799.15691236 g/mol
• Topological Polar Surface Area (TPSA): 367.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7822	78.22%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.4562	45.62%
OATP2B1 inhibitior	-	0.7111	71.11%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8603	86.03%
P-glycoprotein inhibitior	+	0.7147	71.47%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	+	0.6099	60.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.9248	92.48%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.8755	87.55%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	+	0.7954	79.54%
CYP inhibitory promiscuity	-	0.9414	94.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7895	78.95%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9057	90.57%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9006	90.06%
Acute Oral Toxicity (c)	III	0.4899	48.99%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	+	0.6210	62.10%
Thyroid receptor binding	-	0.5110	51.10%
Glucocorticoid receptor binding	-	0.5073	50.73%
Aromatase binding	+	0.5673	56.73%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.8358	83.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9408	94.08%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.77%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.76%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.46%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.24%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.44%	95.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.42%	83.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.04%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.58%	85.14%
CHEMBL3194	P02766	Transthyretin	85.37%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.48%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.71%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.64%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.59%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.75%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.52%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.45%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.07%	95.56%

Plants that contains it

• Agathosma scaberula
• Balanophora harlandii
• Cichorium intybus
• Euphorbia nicaeensis
• Lupinus cosentinii
• Polemonium caeruleum
• Strychnos ledermannii
• Viburnum davidii

Cross-Links

• PubChem: 11972331
• NPASS: NPC151981