Microglodiolide B - Compound Card

Microglodiolide B

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Microglodiolide B

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Neo-Clerodane Diterpenoid
Canonical Smiles C1[C@H]2[C@]([C@@]3([C@H](C1)[C@]1([C@@H](C[C@H]3OC(=O)C(CC)C)C)C[C@H](OC1=O)C1=CC(OC1=O)O)C)(C)O2
InChI InChI=1S/C25H34O8/c1-6-12(2)20(27)31-18-9-13(3)25(16-7-8-17-24(5,33-17)23(16,18)4)11-15(30-22(25)29)14-10-19(26)32-21(14)28/h10,12-13,15-19,26H,6-9,11H2,1-5H3/t12?,13-,15+,16+,17+,18-,19?,23-,24+,25-/m1/s1
InChIKey SDEBBVGFRPNFLL-ZGSDUUIPSA-N
Formula C25H34O8
HBA 8
HBD 1
MW 462.54
Rotatable Bonds 4
TPSA 111.66
LogP 2.66
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 462.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Conyza pyrrhopappa Asteraceae Plantae 72919

Showing of synonyms

  • Bitchagno GTM, Schüffler A, et al. (2021). Neo-clerodane diterpenoids from Conyza pyrrhopappa Sch.Bip. ex A.Rich.. Nat Prod Res. 2021, 35(19),3210-3219. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC(O2)C2C(CCC3)C1C34C(=O)OC(C4)C5=CCOC5=O

Level: 1

Mol. Weight: 462.54 g/mol

Structure

SMILES: C1CC(O2)C2C(CCC3)C1C34C(=O)OCC4

Level: 0

Mol. Weight: 462.54 g/mol

Structure

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 462.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.05
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.49
Plasma Protein Binding
39.22
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.62
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.6
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-134.03
Rat (Acute)
4.69
Rat (Chronic Oral)
1.61
Fathead Minnow
3.96
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
490.94
Hydration Free Energy
-2.54
Log(D) at pH=7.4
2.0
Log(P)
2.29
Log S
-5.03
Log(Vapor Pressure)
-8.68
Melting Point
175.12
pKa Acid
5.74
pKa Basic
4.93
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8132
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8127
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7718
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7649
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7388
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7373
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7348
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7146
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7033

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