Nicotiflorin - Compound Card

Nicotiflorin

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Nicotiflorin

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1OC(CO[C@@H]2OC(C)[C@@H]([C@@H](C2O)O)O)[C@H](C([C@@H]1O)O)O)c1ccc(cc1)O
InChI InChI=1S/C28H32O15/c1-10-18(31)21(34)23(36)27(40-10)39-9-16-19(32)22(35)24(37)28(42-16)43-26-20(33)17-14(30)7-13(38-2)8-15(17)41-25(26)11-3-5-12(29)6-4-11/h3-8,10,16,18-19,21-24,27-32,34-37H,9H2,1-2H3/t10?,16?,18-,19+,21-,22?,23?,24-,27+,28-/m0/s1
InChIKey SHEMZXKUXGNYPP-XOGJFHSYSA-N
Formula C28H32O15
HBA 15
HBD 8
MW 608.55
Rotatable Bonds 7
TPSA 238.2
LogP -1.09
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 608.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Hyphaene thebaica Arecaceae Plantae 115479

Showing of synonyms

  • Eldahshan OA, Ayoub NA, et al. (2008). Potential superoxide anion radical scavenging activity of doum palm (Hyphaene thebaica L.) leaves extract. Records of Natural Products,2008,2(3),83-93. [View]
CPRiL: 64702
Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 608.55 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 608.55 g/mol

Structure

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

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 608.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.060
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
9.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.890
Plasma Protein Binding
56.19
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
7.610
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.900
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.980
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.430
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
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
-15732.630
Rat (Acute)
2.410
Rat (Chronic Oral)
3.900
Fathead Minnow
34.750
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
423.800
Hydration Free Energy
-2.920
Log(D) at pH=7.4
0.290
Log(P)
0.63
Log S
-4.64
Log(Vapor Pressure)
-14.62
Melting Point
199.74
pKa Acid
4.58
pKa Basic
4.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9719
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9719
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9369
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9369
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8960
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8960
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8533
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8533
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8474
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8474
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8344
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8344
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8332
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8332
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8319
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8319
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8307
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8307
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8294
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8294
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.8200
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.8200
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8192
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8192
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8182
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8182
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8088
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8088
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8085
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8085
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8037
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8037
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7985
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7985
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7980
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7980
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7948
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7948
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7796
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7796
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7758
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7758
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7716
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7716
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7688
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7688
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7652
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7652
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7514
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7514
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7505
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7505
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7475
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7475
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7441
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7441
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7422
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7422
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7407
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7407
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7399
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7399
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7381
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7381
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7379
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7379
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7341
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7341
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7292
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7292
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7240
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7240
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7222
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7222
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7217
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7217
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7209
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7209
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7209
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7209
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7201
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7201
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7180
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7180
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7150
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7150
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7144
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7144
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7141
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7141
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7139
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7139
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7132
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7132
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7089
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7089
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7079
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7079
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7069
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7069
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7052
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7052

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