Pinofuranoxin B - Compound Card

Pinofuranoxin B

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Pinofuranoxin B

Structure
Zoomed Structure
  • Family: Fungi - Botryosphaeriaceae
  • Kingdom: Fungi
  • Class: Lignan
Canonical Smiles C[C@H]1O[C@H]1/C=C\1/C(=O)O[C@H]([C@@H]1O)C
InChI InChI=1S/C9H12O4/c1-4-7(12-4)3-6-8(10)5(2)13-9(6)11/h3-5,7-8,10H,1-2H3/b6-3+/t4-,5+,7+,8+/m1/s1
InChIKey NZHUZJZSNIAAJL-FDNPDWEVSA-N
Formula C9H12O4
HBA 4
HBD 1
MW 184.19
Rotatable Bonds 1
TPSA 59.06
LogP 0.01
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 184.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Diplodia sapinea Botryosphaeriaceae Fungi

Showing of synonyms

  • Masi M, Di Lecce R, et al. (2021). Pinofuranoxins A and B, bioactive trisubstituted furanones produced by the invasive pathogen Diplodia sapinea. Journal of natural products, 2021, 84(9), 2600-2605. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CC1C=C2C(=O)OCC2

Level: 1

Mol. Weight: 184.19 g/mol

Structure

SMILES: C=C1C(=O)OCC1

Level: 0

Mol. Weight: 184.19 g/mol

Structure

SMILES: C1CO1

Level: 0

Mol. Weight: 184.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.06
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.26
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.07
Plasma Protein Binding
3.09
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
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.15
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.03
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.6
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
0.37
Rat (Acute)
2.75
Rat (Chronic Oral)
1.77
Fathead Minnow
3.98
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
289.66
Hydration Free Energy
-10.17
Log(D) at pH=7.4
-1.27
Log(P)
-0.5
Log S
-0.63
Log(Vapor Pressure)
-4.28
Melting Point
74.87
pKa Acid
5.24
pKa Basic
1.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9116
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8380
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7940
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7778
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7678
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7558
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7422
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7400
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7288
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7167
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7052
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7016

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