Megalocarpoidolide C - Compound Card

Megalocarpoidolide C

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Megalocarpoidolide C

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC(=O)C1=CC=C[C@H]2[C@]31CC[C@H]([C@]2(C(=O)OC3)CCc1cocc1)C
InChI InChI=1S/C21H24O5/c1-14-6-9-20-13-26-19(23)21(14,10-7-15-8-11-25-12-15)17(20)5-3-4-16(20)18(22)24-2/h3-5,8,11-12,14,17H,6-7,9-10,13H2,1-2H3/t14-,17+,20-,21-/m1/s1
InChIKey KBIQCDRRWTWVFV-GYPMPWGGSA-N
Formula C21H24O5
HBA 5
HBD 0
MW 356.42
Rotatable Bonds 4
TPSA 65.74
LogP 3.46
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 356.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton megalocarpoides Euphorbiaceae Plantae 1704624

Showing of synonyms

  • Ndunda B, Langat MK, et al. (2016). New ent-Clerodane and Abietane Diterpenoids from the Roots of Kenyan Croton megalocarpoides Friis and M. G. Gilbert.. Planta Med,2016,82(11-12),1079-1086. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occc1CCC(C(=O)OC2)(CCC3)C(C234)C=CC=C4

Level: 1

Mol. Weight: 356.42 g/mol

Structure

SMILES: C1CCC(C(=O)OC2)C(C123)C=CC=C3

Level: 0

Mol. Weight: 356.42 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 356.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.900
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.560
Plasma Protein Binding
62.76
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
6.730
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.710
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.010
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.220
Micronucleos
Safe
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
-5.970
Rat (Acute)
3.900
Rat (Chronic Oral)
2.350
Fathead Minnow
4.030
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
415.420
Hydration Free Energy
-5.380
Log(D) at pH=7.4
3.670
Log(P)
3.31
Log S
-5.08
Log(Vapor Pressure)
-7.1
Melting Point
161.81
pKa Acid
8.39
pKa Basic
5.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7968
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7968
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7892
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7892
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7764
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7764
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7637
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7637
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7517
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7517
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7397
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7397
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7271
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7271
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7243
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7243
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7228
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7228
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7213
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7213
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7166
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7166
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7109
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7109
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7082
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7082

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