Homomangiferin

Details

• Internal ID: 6819843d-be58-4fcc-a7e0-78d3a868acda
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,6,7-trihydroxy-3-methoxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC3=CC(=C(C=C3C2=O)O)O)O)C4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC3=CC(=C(C=C3C2=O)O)O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C20H20O11/c1-29-10-4-11-13(15(24)6-2-7(22)8(23)3-9(6)30-11)17(26)14(10)20-19(28)18(27)16(25)12(5-21)31-20/h2-4,12,16,18-23,25-28H,5H2,1H3/t12-,16-,18+,19-,20+/m1/s1
• InChI Key: HDPSXKXQSOVYLL-PQSJUMPYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₁₁
• Molecular Weight: 436.40 g/mol
• Exact Mass: 436.10056145 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.41
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• 21794-66-1
• 1,6,7-Trihydroxy-3-methoxy-2-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-9H-xanthen-9-one
• 1,6,7-trihydroxy-3-methoxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• Mangiferin, 3-O-methyl-
• CHEMBL3233510
• SCHEMBL21223797
• DTXSID70176206
• AKOS040760450
• HY-111811
• CS-0092629
• 2-(beta-D-Glucopyranosyl)-1,6,7-trihydroxy-3-methoxy-9-xanthenone
• 9H-Xanthen-9-one, 2-beta-D-glucopyranosyl-1,6,7-trihydroxy-3-methoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6545	65.45%
Caco-2	-	0.8411	84.11%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6233	62.33%
OATP2B1 inhibitior	+	0.5870	58.70%
OATP1B1 inhibitior	+	0.8308	83.08%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6367	63.67%
P-glycoprotein inhibitior	-	0.7501	75.01%
P-glycoprotein substrate	-	0.5850	58.50%
CYP3A4 substrate	+	0.5998	59.98%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.8386	83.86%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8015	80.15%
CYP2C8 inhibition	-	0.5923	59.23%
CYP inhibitory promiscuity	-	0.6314	63.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5509	55.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.5056	50.56%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9119	91.19%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	+	0.7006	70.06%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	-	0.4888	48.88%
PPAR gamma	+	0.5495	54.95%
Honey bee toxicity	-	0.7411	74.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	-	0.4258	42.58%

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	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.35%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.55%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.64%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.47%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.94%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.86%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.32%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.08%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.85%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.43%	85.14%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 5491388
• NPASS: NPC220912
• LOTUS: LTS0135711
• wikiData: Q83046528