Mangiferoxanthone A - Compound Card

Mangiferoxanthone A

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Mangiferoxanthone A

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Xanthone
    • Subclass: Xanthone Dimer
Canonical Smiles OCC1OC(C(C(C1O)O)O)c1c(O)c(c2c(O)c([C@@H]3OC(CO)[C@H](C([C@@H]3O)O)O)c(c3c2oc2cc(O)c(cc2c3=O)O)O)c2c(c1O)c(=O)c1c(o2)cc(c(c1)O)O
InChI InChI=1S/C38H34O22/c39-5-15-25(47)31(53)33(55)37(59-15)21-27(49)17(35-19(29(21)51)23(45)7-1-9(41)11(43)3-13(7)57-35)18-28(50)22(38-34(56)32(54)26(48)16(6-40)60-38)30(52)20-24(46)8-2-10(42)12(44)4-14(8)58-36(18)20/h1-4,15-16,25-26,31-34,37-44,47-56H,5-6H2/t15?,16?,25-,26?,31?,32?,33+,34?,37+,38?/m1/s1
InChIKey LOOSNXLRPYHAAP-JYDQQWAHSA-N
Formula C38H34O22
HBA 22
HBD 16
MW 842.67
Rotatable Bonds 5
TPSA 402.56
LogP -1.45
Number Rings 8
Number Aromatic Rings 6
Heavy Atom Count 60
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 842.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Mangifera indica Anacardiaceae Plantae 29780

Showing of synonyms

  • Abdel-Mageed WM, Bayoumi SAH, et al. (2014). Benzophenone C-glucosides and gallotannins from mango tree stem bark with broad-spectrum anti-viral activity. Bioorganic and Medicinal Chemistry,2014,22(7),2236-2243. [View] [PubMed]
Pubchem: 162819707
Nmrshiftdb2: 60028525

No compound-protein relationship available.

Structure

SMILES: c1cccc(c2=O)c1oc(c23)c(cc(c3)C4CCCCO4)-c(cc(c5)C6CCCCO6)c(c57)oc8c(c7=O)cccc8

Level: 3

Mol. Weight: 842.67 g/mol

Structure

SMILES: c1cccc(c2=O)c1oc(c23)c(cc(c3)C4CCCCO4)-c(ccc5)c(c56)oc7c(c6=O)cccc7

Level: 2

Mol. Weight: 842.67 g/mol

Structure

SMILES: c1cccc(c2=O)c1oc(c23)c(ccc3)-c(ccc4)c(c45)oc6c(c5=O)cccc6

Level: 1

Mol. Weight: 842.67 g/mol

Structure

SMILES: c1cccc(c2=O)c1oc(c23)ccc(c3)C4CCCCO4

Level: 1

Mol. Weight: 842.67 g/mol

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 842.67 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 842.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.04
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
265.68
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
35764.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.39
Plasma Protein Binding
21.75
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-825.32
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.28
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.44
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-64894075.78
Rat (Acute)
2.28
Rat (Chronic Oral)
5.6
Fathead Minnow
81925.16
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
7288929.02
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-4.85
Log(P)
1.37
Log S
-4.42
Log(Vapor Pressure)
-239978.72
Melting Point
232.48
pKa Acid
-1712.08
pKa Basic
10.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8227
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8227
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7912
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7912
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7817
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7817
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7785
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7785
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7512
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7512
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7233
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7233
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7173
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7173

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