Kaempferol (6→8′′) apigenin - Compound Card

Kaempferol (6→8′′) apigenin

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Kaempferol (6→8′′) apigenin

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Biflavonoid
Canonical Smiles Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1c(O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)O
InChI InChI=1S/C30H18O11/c31-14-5-1-12(2-6-14)20-10-18(35)22-16(33)9-17(34)24(30(22)40-20)23-19(36)11-21-25(26(23)37)27(38)28(39)29(41-21)13-3-7-15(32)8-4-13/h1-11,31-34,36-37,39H
InChIKey FNSXTDGVHXJDPX-UHFFFAOYSA-N
Formula C30H18O11
HBA 11
HBD 7
MW 554.46
Rotatable Bonds 3
TPSA 202.03
LogP 4.84
Number Rings 6
Number Aromatic Rings 6
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 554.08
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Jacaranda acutifolia Bignoniaceae Plantae 2687262

Showing of synonyms

  • Mostafa N.M, Ashour M.L, et al. (2016). Cytotoxic activity and molecular docking of a novel biflavonoid isolated from Jacaranda acutifolia (Bignoniaceae). Natural product research, 2016, 30(18), 2093-100. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 554.46 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)-c(c4)ccc(c45)occc5=O

Level: 2

Mol. Weight: 554.46 g/mol

Structure

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

Level: 2

Mol. Weight: 554.46 g/mol

Structure

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

Level: 1

Mol. Weight: 554.46 g/mol

Structure

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

Level: 1

Mol. Weight: 554.46 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 554.46 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 554.46 g/mol

Anticancer

Absorption

Caco-2 (logPapp)
-5.98
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.320
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
7.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.290
Plasma Protein Binding
95.51
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.710
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.150
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.920
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-8393.600
Rat (Acute)
2.420
Rat (Chronic Oral)
3.850
Fathead Minnow
23.650
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
595.920
Hydration Free Energy
-3.100
Log(D) at pH=7.4
2.810
Log(P)
4.79
Log S
-5.78
Log(Vapor Pressure)
-9.51
Melting Point
413.42
pKa Acid
12.67
pKa Basic
4.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9622
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9292
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8749
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8588
Metallo-beta-lactamase type 2 P25910 BLAB_BACFG Bacteroides fragilis 4 0.8547
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8305
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8294
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8256
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8227
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8222
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 4 0.8168
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.8129
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8099
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8011
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7996
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7958
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 4 0.7872
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7800
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7781
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7706
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7646
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7571
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7517
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7505
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7479
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7477
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7446
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7420
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7345
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7337
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7325
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7304
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7267
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7262
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7254
Basic phospholipase A2 homolog piratoxin-1 P58399 PA2H1_BOTPI Bothrops pirajai 4 0.7239
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7237
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.7217
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7199
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7153
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7120
2'-5'-oligoadenylate synthase 1 P00973 OAS1_HUMAN Homo sapiens 2 0.7094
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7091

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