Epispongiatriol triacetate - Compound Card

Epispongiatriol triacetate

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Epispongiatriol triacetate

Structure
Zoomed Structure
  • Family: Animalia - Chromodorididae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CC(=O)OC[C@@]1(C)[C@@H](OC(=O)C)C(=O)C[C@]2(C1CC[C@@]1(C2CCc2c1coc2)COC(=O)C)C
InChI InChI=1S/C26H34O8/c1-15(27)32-13-25(5)21-8-9-26(14-33-16(2)28)19-12-31-11-18(19)6-7-22(26)24(21,4)10-20(30)23(25)34-17(3)29/h11-12,21-23H,6-10,13-14H2,1-5H3/t21?,22?,23-,24-,25+,26+/m0/s1
InChIKey DROVIZCBNUEQBB-JJQRHVSHSA-N
Formula C26H34O8
HBA 8
HBD 0
MW 474.55
Rotatable Bonds 5
TPSA 109.11
LogP 3.53
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 474.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Glossodoris atromarginata Chromodorididae Animalia 154629

Showing of synonyms

  • Fontana A, Mollo E, et al. (1997). Chemical studies of Egyptian Opisthobranchs: spongian diterpenoids from Glossodoris atromarginata. Journal of Natural Products,1997,60(5),444-448. [View]
Pubchem: 162916247
Nmrshiftdb2: 70047102

No compound-protein relationship available.

Structure

SMILES: c1occ(c12)CCC3C2CCC4C3CC(=O)CC4

Level: 0

Mol. Weight: 474.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
79.33
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.43
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.21
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.15
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
Safe
T. Pyriformis
-165.75
Rat (Acute)
2.77
Rat (Chronic Oral)
2.5
Fathead Minnow
4.55
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
453.01
Hydration Free Energy
-2.76
Log(D) at pH=7.4
2.64
Log(P)
2.18
Log S
-4.8
Log(Vapor Pressure)
-8.56
Melting Point
167.53
pKa Acid
8.39
pKa Basic
4.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7957
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7957
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7913
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7913
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7842
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7842
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7714
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7714
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7678
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7678
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7633
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7633
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7612
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7612
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7586
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7586
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7546
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7546
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7488
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7488
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7484
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7484
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7449
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7449
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7404
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7404
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7378
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7378
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7364
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7364
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7354
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7354
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7352
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7352
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7303
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7303
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7245
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7245
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7234
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7234
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7216
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7216
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7191
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7191
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7176
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7176
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7173
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7173
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7123
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7123
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 2 0.7102
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 2 0.7102
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7081
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7081
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7052
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7052
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7019
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7019

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