Igalan - Compound Card

Igalan

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Igalan

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Benzofuran
Canonical Smiles C=C[C@@]1(C)C[C@H]2OC(=O)C(=C)[C@H]2C[C@@H]1C(=C)C
InChI InChI=1S/C15H20O2/c1-6-15(5)8-13-11(7-12(15)9(2)3)10(4)14(16)17-13/h6,11-13H,1-2,4,7-8H2,3,5H3/t11-,12-,13-,15+/m1/s1
InChIKey IFASGTOWHLMHEZ-BHPKHCPMSA-N
Formula C15H20O2
HBA 2
HBD 0
MW 232.32
Rotatable Bonds 2
TPSA 26.3
LogP 3.26
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 232.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Liatris spicata Asteraceae Plantae 886939

Showing of synonyms

  • Ezzat M.I, Ezzat S.M, et al. (2017). In vitro evaluation of cytotoxic activity of the ethanol extract and isolated compounds from the corms of Liatris spicata (L.) willd on HepG2. Natural product research,2017, 31(11), 1325-1328. [View] [PubMed]
Pubchem: 14038398
Chebi: 66068
Nmrshiftdb2: 60031776
Metabolights: MTBLC66068

No compound-protein relationship available.

Structure

SMILES: C=C1C(=O)OC(C12)CCCC2

Level: 0

Mol. Weight: 232.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.32
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
57.82
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.12
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.11
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.31
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
2.53
Rat (Acute)
2.05
Rat (Chronic Oral)
1.71
Fathead Minnow
4.01
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
288.96
Hydration Free Energy
-3.54
Log(D) at pH=7.4
3.15
Log(P)
3.9
Log S
-4.51
Log(Vapor Pressure)
-2.7
Melting Point
51.77
pKa Acid
9.87
pKa Basic
5.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9755
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9736
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9734
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9701
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9696
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9616
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9605
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.9546
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9519
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9452
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.9417
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9360
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9349
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9345
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9305
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9303
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.9297
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9281
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9281
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9224
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8986
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8966
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8916
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8694
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8675
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8560
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8539
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.8474
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8413
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8292
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8157
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8081
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7994
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7978
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7934
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7918
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7910
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7908
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7896
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7844
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7843
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7841
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7840
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7832
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7830
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7827
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7826
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7824
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7817
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7816
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7812
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7801
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7799
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7788
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7787
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7784
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7784
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7780
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7777
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7773
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7773
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7771
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7768
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7768
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7762
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7760
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7759
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7755
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7753
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7753
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7751
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7749
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7747
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7739
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7738
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7732
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7722
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7718
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7716
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7710
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7705
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7704
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7701
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7699
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7695
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7694
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7671
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7669
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7668
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7654
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7647
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7642
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7641
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7636
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7630
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7626
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7618
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7610
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7606
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7590
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7586
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7575
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7572
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7567
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7562
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7547
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7514
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7503
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7502
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7492
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7484
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7482
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7471
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7461
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7429
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7420
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7411
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7410
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7365
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7362
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7357
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7333
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7331
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7285
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7226
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7224
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7219
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7198
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7185
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7164
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7112
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7086
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7065
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7062
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7061
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7045
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7033

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