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Igalan
- 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
Igalan
1,3,11(13)-elematriene-8beta,12-olide
CHEBI:66068
(3aR,5R,6R,7aR)-6-methyl-3-methylene-5-(prop-1-en-2-yl)-6-vinylhexahydro-1-benzofuran-2(3H)-one
(3aR,5R,6R,7aR)-6-ethenyl-6-methyl-3-methylidene-5-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-2-one
97456-58-1
Q27134580
Pubchem:
14038398
Cas:
97456-58-1
Zinc:
ZINC000096085484
Chebi:
66068
Nmrshiftdb2:
60031776
Metabolights:
MTBLC66068
No compound-protein relationship available.
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 |