Irisamide B - Compound Card

Irisamide B

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Irisamide B

Structure
Zoomed Structure
  • Family: Plantae - Iridaceae
  • Kingdom: Plantae
  • Class: Amide
    • Subclass: Ceramide
Canonical Smiles CCCCCCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@H]([C@@H]([C@@H](CCCCCCCCCCCCCCCCC(CC)C)O)O)CO)O
InChI InChI=1S/C50H101NO5/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25-28-31-34-37-40-43-48(54)50(56)51-46(44-52)49(55)47(53)42-39-36-33-30-27-24-22-21-23-26-29-32-35-38-41-45(3)5-2/h45-49,52-55H,4-44H2,1-3H3,(H,51,56)/t45?,46-,47+,48+,49-/m0/s1
InChIKey KJRFMAWBPLZAEU-GIQPHXTCSA-N
Formula C50H101NO5
HBA 5
HBD 5
MW 796.36
Rotatable Bonds 46
TPSA 110.02
LogP 13.83
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 56
Formal Charge 0
Fraction CSP3 0.98
Exact Mass 795.77
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Iris germanica Iridaceae Plantae 34205

Showing of synonyms

  • Mohamed GA, Ibrahim SRM, et al. (2013). New ceramides and isoflavone from the Egyptian Iris germanica L. rhizomes. Phytochemistry Letters,2013,6(3),340-344. [View]
Pubchem: 102442731
Nmrshiftdb2: 70099631

No compound-protein relationship available.

No scaffolds available.

Cytotoxic

Absorption

Caco-2 (logPapp)
-5.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
11.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2179.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
2.14
Plasma Protein Binding
78.08
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
1.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-53.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.02
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.42
Micronucleos
Safe
NR-AhR
Safe
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
-3961282.89
Rat (Acute)
1.98
Rat (Chronic Oral)
4.18
Fathead Minnow
5007.68
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
443791.53
Hydration Free Energy
-2.92
Log(D) at pH=7.4
7.66
Log(P)
19.49
Log S
-7.65
Log(Vapor Pressure)
-14493.85
Melting Point
103.46
pKa Acid
-57.78
pKa Basic
5.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8583
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8583
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8205
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8205
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8036
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8036
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7955
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7955
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7942
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7942
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7910
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7910
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7902
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7902
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7895
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7895
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7893
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7893
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7890
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7890
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7882
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7882
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7877
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7877
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7875
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7875
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7871
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7871
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7861
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7861
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7861
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7861
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7860
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7860
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7852
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7852
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7850
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7850
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7848
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7848
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7844
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7844
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7838
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7838
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7808
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7808
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7787
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7787
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7786
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7786
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7782
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7782
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7768
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7768
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7763
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7763
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7755
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7755
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7744
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7744
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7736
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7736
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7731
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7731
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7729
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7729
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7728
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7728
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7722
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7722
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7709
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7709
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7699
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7699
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7694
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7694
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7694
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7694
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7690
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7690
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7686
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7686
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7684
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7684
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7681
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7681
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7677
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7677
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7672
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7672
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7667
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7667
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7666
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7666
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7640
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7640
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7615
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7615
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7598
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7598
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7587
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7587
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7569
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7569
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7565
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7565
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7555
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7555
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7542
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7542
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7535
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7535
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7505
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7505
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7484
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7484
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7464
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7464
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7458
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7458
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7454
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7454
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7451
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7451
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7447
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7447
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7446
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7446
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7412
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7412
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7395
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7395
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7386
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7386
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7377
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7377
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7370
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7370
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7368
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7368
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7353
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7353
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7349
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7349
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7339
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7339
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7196
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7196
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7181
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7181
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7181
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7181
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7153
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7153
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7145
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7145
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7114
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7114
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7053
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7053
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7048
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7048

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