Sphaeropsidone - Compound Card

Sphaeropsidone

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Sphaeropsidone

Structure
Zoomed Structure
  • Family: Fungi - Cypress
  • Kingdom: Fungi
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC1=CC(=O)[C@H]2[C@@H]([C@@H]1O)O2
InChI InChI=1S/C7H8O4/c1-10-4-2-3(8)6-7(11-6)5(4)9/h2,5-7,9H,1H3/t5-,6+,7-/m1/s1
InChIKey DMSMEGJRXZJGIS-DSYKOEDSSA-N
Formula C7H8O4
HBA 4
HBD 1
MW 156.14
Rotatable Bonds 1
TPSA 59.06
LogP -0.77
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.57
Exact Mass 156.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sphaeropsis sapinea Cypress Fungi 66738

Showing of synonyms

  • Evidentea A, Sparapano L, et al. (2002). Sphaeropsidins D and E, two other pimarane diterpenes produced in vitro by the plant pathogenic fungus Sphaeropsis sapinea f. sp. cupressi. Phytochemistry,2002,59,817-823. [View] [PubMed]
Pubchem: 10820808
Nmrshiftdb2: 70011322

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CC=CC1=O

Level: 0

Mol. Weight: 156.14 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-5.1
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.810
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
-0.070
Plasma Protein Binding
-5.14
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.520
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.220
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.280
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.530
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
0.080
Rat (Acute)
2.730
Rat (Chronic Oral)
1.960
Fathead Minnow
3.310
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
268.100
Hydration Free Energy
-10.790
Log(D) at pH=7.4
-2.120
Log(P)
-1.09
Log S
-0.01
Log(Vapor Pressure)
-3.47
Melting Point
93.89
pKa Acid
5.25
pKa Basic
1.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7605
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7605
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 3 0.7099
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 3 0.7099
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7035
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.7035

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