Anthcolorin G - Compound Card

Anthcolorin G

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Anthcolorin G

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Indolo Diterpene Alkaloid
Canonical Smiles CC(=CCC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@H](C2=C)C[C@@]1(O)C(=O)Nc2c1cccc2)C)C
InChI InChI=1S/C28H39NO3/c1-18(2)9-8-15-27(5)23-13-12-20(19(3)26(23,4)16-14-24(27)30)17-28(32)21-10-6-7-11-22(21)29-25(28)31/h6-7,9-11,20,23-24,30,32H,3,8,12-17H2,1-2,4-5H3,(H,29,31)/t20-,23+,24-,26+,27-,28-/m0/s1
InChIKey SCPUIZTZSZKTIJ-VNXRGULWSA-N
Formula C28H39NO3
HBA 3
HBD 3
MW 437.62
Rotatable Bonds 5
TPSA 69.56
LogP 5.71
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 437.29
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus versicolor Trichocomaceae Fungi 46472

Showing of synonyms

  • Elsbaey M, Tanaka C, et al. (2019). New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor. Phytochemistry Letters,2019,32,70-76. [View]
Pubchem: 146682512
Nmrshiftdb2: 60048236

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCC(C2=C)CC3C(=O)Nc(c34)cccc4

Level: 1

Mol. Weight: 437.62 g/mol

Structure

SMILES: C=C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 437.62 g/mol

Structure

SMILES: C1C(=O)Nc(c12)cccc2

Level: 0

Mol. Weight: 437.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.75
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.52
Plasma Protein Binding
99.53
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
6.18
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.15
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.01
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.4
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-70.1
Rat (Acute)
3.74
Rat (Chronic Oral)
2.59
Fathead Minnow
4.0
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
446.81
Hydration Free Energy
-2.91
Log(D) at pH=7.4
4.47
Log(P)
5.82
Log S
-5.47
Log(Vapor Pressure)
-9.33
Melting Point
147.45
pKa Acid
8.63
pKa Basic
5.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.9821
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.9814
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.9631
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.9450
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8787
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8717
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8674
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8457
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8364
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8320
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8307
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8306
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8283
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8219
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8189
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8048
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8017
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8007
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8004
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7972
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7885
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7859
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7818
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7730
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7671
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7617
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7530
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7522
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7515
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7442
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7441
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7412
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7393
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7374
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7361
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7339
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 3 0.7296
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7287
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7284
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7263
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7244
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7241
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7223
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7200
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7180
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7169
adenine phosphoribosyltransferase Q967M2 Q967M2_GIAIN Giardia intestinalis 3 0.7124
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7122
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7111
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7108
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7103
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7066
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7058
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7050
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7049
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase, chloroplastic Q9FYS3 HGGL_SECCE Secale cereale 3 0.7023
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7020
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7010
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7004
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7001

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