19-hydroxy-19,20-dihydrophomacin C - Compound Card

19-hydroxy-19,20-dihydrophomacin C

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19-hydroxy-19,20-dihydrophomacin C

Structure
Zoomed Structure
  • Family: Fungi - Sporormiaceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Cytochalasan Alkaloid
Canonical Smiles OC[C@H]1C/C(=C/[C@H]2C=C(C)[C@H]([C@@H]3[C@@]2(C(=O)C[C@@H]([C@H](C1)O)O)C(=O)N[C@H]3CC(C)C)C)/C
InChI InChI=1S/C25H39NO5/c1-13(2)6-19-23-16(5)15(4)9-18-8-14(3)7-17(12-27)10-20(28)21(29)11-22(30)25(18,23)24(31)26-19/h8-9,13,16-21,23,27-29H,6-7,10-12H2,1-5H3,(H,26,31)/b14-8+/t16-,17+,18+,19+,20+,21+,23+,25-/m1/s1
InChIKey JEPMATUFQDEVNO-AYHVEROOSA-N
Formula C25H39NO5
HBA 5
HBD 4
MW 433.59
Rotatable Bonds 3
TPSA 106.86
LogP 2.38
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 433.28
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Westerdykella nigra Sporormiaceae Fungi 325665

Showing of synonyms

  • Sallam A, Sabry M.A, et al. (2021). Westalsan: A new acetylcholine esterase inhibitor from the endophytic fungus Westerdykella nigra. Chemistry & biodiversity, 2021, 18(4), e2000957. [View] [PubMed]
Pubchem: 156581520

No compound-protein relationship available.

Structure

SMILES: O=C1NCC(C123)CC=CC2C=CCCCCCCC3=O

Level: 0

Mol. Weight: 433.59 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.990
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
71.44
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
Non-Inhibitor
CYP 2C19 Substrate
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.440
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.920
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.590
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.930
Micronucleos
Toxic
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
-29.340
Rat (Acute)
3.720
Rat (Chronic Oral)
2.810
Fathead Minnow
4.000
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
484.450
Hydration Free Energy
-4.750
Log(D) at pH=7.4
3.000
Log(P)
1.76
Log S
-3.69
Log(Vapor Pressure)
-9.6
Melting Point
176.74
pKa Acid
5.52
pKa Basic
5.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8844
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7801
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7167
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 4 0.7152
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7016

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