3,6''-Di-C-beta-glucopyranosyl-methylene-(6,8'')-biapigenin - Compound Card

3,6''-Di-C-beta-glucopyranosyl-methylene-(6,8'')-biapigenin

Select a section from the left sidebar

3,6''-Di-C-beta-glucopyranosyl-methylene-(6,8'')-biapigenin

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone-Di-C-Glycoside
Canonical Smiles OCC1OC([C@H]([C@H]([C@H]1O)O)O)c1c(oc2c(c1=O)c(O)c(c(c2)O)Cc1cc(C2OC(CO)[C@@H]([C@@H]([C@@H]2O)O)O)c(c2c1oc(cc2=O)c1ccc(cc1)O)O)c1ccc(cc1)O
InChI InChI=1S/C43H40O19/c44-13-26-33(52)36(55)38(57)42(61-26)21-10-17(41-28(32(21)51)23(49)12-24(59-41)15-1-5-18(46)6-2-15)9-20-22(48)11-25-29(31(20)50)35(54)30(40(60-25)16-3-7-19(47)8-4-16)43-39(58)37(56)34(53)27(14-45)62-43/h1-8,10-12,26-27,33-34,36-39,42-48,50-53,55-58H,9,13-14H2/t26?,27?,33-,34-,36-,37-,38-,39-,42?,43?/m0/s1
InChIKey AHVYRPDGJRKVJN-GDWNIKQWSA-N
Formula C43H40O19
HBA 19
HBD 13
MW 860.77
Rotatable Bonds 8
TPSA 341.87
LogP 0.38
Number Rings 8
Number Aromatic Rings 6
Heavy Atom Count 62
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 860.22
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Jatropha multifida Euphorbiaceae Plantae 3996

Showing of synonyms

  • Marzouk MS, Moharram FA, et al. (2012). Novel biflavone diglycosides and biological activity of Jatropha multifida leaves. Chemistry of Natural Compounds,2012,48(5),765-770. [View]
Pubchem: 162857855

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCO4)Cc(c5)ccc(c56)oc(c(c6=O)C7CCCCO7)-c8ccccc8

Level: 5

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCO4)Cc(c5)ccc(c56)occ(c6=O)C7CCCCO7

Level: 4

Mol. Weight: 860.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)oc(c(c5=O)C6CCCCO6)-c7ccccc7

Level: 4

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(c4)ccc(c45)oc(c(c5=O)C6CCCCO6)-c7ccccc7

Level: 4

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCO4)Cc(c5)ccc(c56)oc(cc6=O)-c7ccccc7

Level: 4

Mol. Weight: 860.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)occ(c5=O)C6CCCCO6

Level: 3

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(c4)ccc(c45)occ(c5=O)C6CCCCO6

Level: 3

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)Cc(cc(c3)C4CCCCO4)c(c35)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)oc(c(c4=O)C5CCCCO5)-c6ccccc6

Level: 3

Mol. Weight: 860.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(c4)ccc(c45)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)occ(c4=O)C5CCCCO5

Level: 2

Mol. Weight: 860.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)occc5=O

Level: 2

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)Cc(ccc3)c(c34)oc(cc4=O)-c5ccccc5

Level: 2

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)oc(cc4=O)-c5ccccc5

Level: 2

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4

Level: 2

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1cccc(c12)oc(c(c2=O)C3CCCCO3)-c4ccccc4

Level: 2

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)occc4=O

Level: 1

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)C3CCCCO3

Level: 1

Mol. Weight: 860.77 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3

Level: 1

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 860.77 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 860.77 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 860.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.13
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
971.13
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
127793.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
62.04
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
Inhibitor

Excretion

Clearance
4.85
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-2967.57
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.2
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.45
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-231928989.92
Rat (Acute)
2.75
Rat (Chronic Oral)
4.73
Fathead Minnow
292770.83
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
26077664.57
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-3.68
Log(P)
2.38
Log S
-5.08
Log(Vapor Pressure)
-858644.49
Melting Point
272.68
pKa Acid
-6197.92
pKa Basic
-25.14
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9377
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9377
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8752
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8752
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8591
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8591
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8505
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8505
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.8406
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.8406
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.8199
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.8199
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8067
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8067
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7960
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7960
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 5 0.7896
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 5 0.7896
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7766
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7766
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7701
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7701
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7637
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7637
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7572
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7572
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7565
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7565
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7455
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7455
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7385
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7385
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7264
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7264
Mitogen-activated protein kinase 14 P47811 MK14_MOUSE Mus musculus 5 0.7209
Mitogen-activated protein kinase 14 P47811 MK14_MOUSE Mus musculus 5 0.7209
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7153
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7153
Geranylgeranyl transferase type-2 subunit alpha Q08602 PGTA_RAT Rattus norvegicus 3 0.7111
Geranylgeranyl transferase type-2 subunit alpha Q08602 PGTA_RAT Rattus norvegicus 3 0.7111
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7056
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7056
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7050
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7050
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7041
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7041
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7026
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7026

Download SDF