Isolancerotriol - Compound Card

Isolancerotriol

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Isolancerotriol

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C=C(\C(=O)O[C@@H]1CC[C@@]2([C@@H](C1(C)C)CC[C@](C2COc1ccc2c(c1)oc(=O)cc2)(C)O)C)/C
InChI InChI=1S/C29H38O6/c1-7-18(2)26(31)35-24-13-14-28(5)22(27(24,3)4)12-15-29(6,32)23(28)17-33-20-10-8-19-9-11-25(30)34-21(19)16-20/h7-11,16,22-24,32H,12-15,17H2,1-6H3/b18-7-/t22-,23?,24-,28-,29+/m1/s1
InChIKey UFPQYBAJCMMCRR-UFEJNAISSA-N
Formula C29H38O6
HBA 6
HBD 1
MW 482.62
Rotatable Bonds 5
TPSA 85.97
LogP 5.65
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 482.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula sinaica Apiaceae Plantae 1514050

Showing of synonyms

  • Ahmed AA (1990). New Sesquiterpenes from Ferula sinaica. Journal of Natural Products,1990,53(2),483-486. [View] [PubMed]
Pubchem: 162920524
Nmrshiftdb2: 60044013

No compound-protein relationship available.

Structure

SMILES: c1cc(=O)oc(c12)cc(cc2)OCC3CCCC(C34)CCCC4

Level: 1

Mol. Weight: 482.62 g/mol

Structure

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

Level: 0

Mol. Weight: 482.62 g/mol

Structure

SMILES: C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 482.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.71
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.33
Plasma Protein Binding
100.02
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.29
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.46
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.12
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.1
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-223.75
Rat (Acute)
2.63
Rat (Chronic Oral)
1.66
Fathead Minnow
4.69
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
490.46
Hydration Free Energy
-3.09
Log(D) at pH=7.4
4.46
Log(P)
5.61
Log S
-6.25
Log(Vapor Pressure)
-8.67
Melting Point
152.03
pKa Acid
8.31
pKa Basic
7.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9436
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9436
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.9421
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.9421
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9378
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9378
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9271
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9271
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.9142
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.9142
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.9130
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.9130
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9013
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9013
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8942
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8942
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8642
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8642
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8611
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8611
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8605
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8605
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8572
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8572
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8423
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8423
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8304
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8304
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8292
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8292
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8190
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8190
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8074
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8074
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8068
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8068
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8044
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8044
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7956
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7956
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7928
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7928
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7880
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7880
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7860
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7860
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7819
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7819
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7783
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7783
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7783
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7783
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7752
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7752
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7728
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7728
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7710
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7710
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7693
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7693
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7693
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7693
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7671
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7671
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7595
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7595
Cytochrome b6 P83791 CYB6_MASLA Mastigocladus laminosus 3 0.7594
Cytochrome b6 P83791 CYB6_MASLA Mastigocladus laminosus 3 0.7594
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7587
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7587
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7570
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7570
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7518
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7518
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7511
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7511
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7507
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7507
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7501
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7501
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7488
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7488
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7469
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7469
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7461
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7461
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7454
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7454
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7442
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7442
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7428
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7428
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7411
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7411
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7402
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7402
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7388
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7388
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7374
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7374
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7351
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7351
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7308
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7308
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7290
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7290
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7281
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7281
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7278
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7278
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7257
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7257
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7246
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7246
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7245
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7245
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7216
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7216
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7196
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7196
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7191
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7191
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7179
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7179
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7156
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7156
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7135
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7135
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7134
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7134
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7131
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7131
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7121
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7121
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7120
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7120
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7117
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7117
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7109
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7109
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7096
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7096
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7096
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7096
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7070
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7070
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7065
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7065
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7061
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7061
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7042
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7042
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7041
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7041
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7039
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7039
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7038
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7038
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7036
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7036
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7028
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7028
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7025
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7025
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7010
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7010

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