Malvin

Details

• Internal ID: ecc52b80-d2b3-4a67-ac0d-885e2e78bd61
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2=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)CO)O)O)O
• InChI: InChI=1S/C29H34O17/c1-40-15-3-10(4-16(41-2)20(15)33)27-17(44-29-26(39)24(37)22(35)19(9-31)46-29)7-12-13(42-27)5-11(32)6-14(12)43-28-25(38)23(36)21(34)18(8-30)45-28/h3-7,18-19,21-26,28-31,34-39H,8-9H2,1-2H3,(H-,32,33)/p+1/t18-,19-,21-,22-,23+,24+,25-,26-,28-,29-/m1/s1
• InChI Key: CILLXFBAACIQNS-BTXJZROQSA-O
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₅O₁₇+
• Molecular Weight: 655.60 g/mol
• Exact Mass: 655.18742464 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.83
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

• Malvidin-3,5-diglucoside
• CHEBI:75030
• C08718
• Malvoside
• 16727-30-3
• AC1L9BMG
• Malvidin 3,5-O-diglucoside
• SCHEMBL6139200
• DTXSID201341471
• (2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• Q137532
• (2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromenylium-5-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
• 3,5-Bis(beta-D-glucopyranosyloxy)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium
• 3-(beta-D-glucopyranosyloxy)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium-5-yl beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8511	85.11%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.4282	42.82%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4590	45.90%
P-glycoprotein inhibitior	+	0.5747	57.47%
P-glycoprotein substrate	-	0.7115	71.15%
CYP3A4 substrate	+	0.5858	58.58%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8108	81.08%
CYP3A4 inhibition	-	0.9617	96.17%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8472	84.72%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	-	0.8882	88.82%
CYP2C8 inhibition	+	0.7566	75.66%
CYP inhibitory promiscuity	-	0.7392	73.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.8383	83.83%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.5891	58.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8383	83.83%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9238	92.38%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8017	80.17%
Acute Oral Toxicity (c)	III	0.6741	67.41%
Estrogen receptor binding	+	0.7631	76.31%
Androgen receptor binding	+	0.5473	54.73%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.6216	62.16%
Aromatase binding	+	0.6191	61.91%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.6427	64.27%

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	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.33%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.64%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.03%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.24%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.12%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.68%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.49%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.73%	89.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.19%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	83.82%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

• Actiniopteris radiata
• Aglaia laxiflora
• Artemisia carvifolia
• Callicarpa maingayi
• Cephalaria uralensis
• Crotalaria aegyptiaca
• Dicoma capensis
• Digitalis isabelliana
• Ericameria parryi
• Euphorbia turczaninowii
• Geranium sylvaticum
• Haplophyllum ferganicum
• Lythrum salicaria
• Malva sylvestris
• Scopolia carniolica
• Sonchus ortunoi
• Styrax ferrugineus
• Vincetoxicum hirundinaria

Cross-Links

• PubChem: 441765
• NPASS: NPC247434
• LOTUS: LTS0167547
• wikiData: Q137532