3,6''-Di-C-beta-glucopyranosyl-methylene-(6,8'')-biapigenin
- 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]
No compound-protein relationship available.
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
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
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
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
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
SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)occ(c5=O)C6CCCCO6
Level: 3
Mol. Weight: 860.77 g/mol
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
SMILES: O=c1ccoc(c12)ccc(c2)Cc(cc(c3)C4CCCCO4)c(c35)oc(cc5=O)-c6ccccc6
Level: 3
Mol. Weight: 860.77 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)oc(c(c4=O)C5CCCCO5)-c6ccccc6
Level: 3
Mol. Weight: 860.77 g/mol
SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)oc(cc5=O)-c6ccccc6
Level: 3
Mol. Weight: 860.77 g/mol
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
SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)occ(c4=O)C5CCCCO5
Level: 2
Mol. Weight: 860.77 g/mol
SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4)ccc(c45)occc5=O
Level: 2
Mol. Weight: 860.77 g/mol
SMILES: O=c1ccoc(c12)ccc(c2)Cc(ccc3)c(c34)oc(cc4=O)-c5ccccc5
Level: 2
Mol. Weight: 860.77 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)oc(cc4=O)-c5ccccc5
Level: 2
Mol. Weight: 860.77 g/mol
SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4
Level: 2
Mol. Weight: 860.77 g/mol
SMILES: c1cccc(c12)oc(c(c2=O)C3CCCCO3)-c4ccccc4
Level: 2
Mol. Weight: 860.77 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3)ccc(c34)occc4=O
Level: 1
Mol. Weight: 860.77 g/mol
SMILES: c1cccc(c12)occ(c2=O)C3CCCCO3
Level: 1
Mol. Weight: 860.77 g/mol
SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3
Level: 1
Mol. Weight: 860.77 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3
Level: 1
Mol. Weight: 860.77 g/mol
SMILES: c1cccc(c12)occc2=O
Level: 0
Mol. Weight: 860.77 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 860.77 g/mol
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 |