Megalocarpoidolide F - Compound Card

Megalocarpoidolide F

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Megalocarpoidolide F

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC(=O)[C@]12CC=C([C@@]3([C@H]2CCC(=O)[C@H]1C(=O)OC)C[C@@H](OC3=O)c1cocc1)C
InChI InChI=1S/C22H24O8/c1-12-6-8-21(19(25)28-3)16(5-4-14(23)17(21)18(24)27-2)22(12)10-15(30-20(22)26)13-7-9-29-11-13/h6-7,9,11,15-17H,4-5,8,10H2,1-3H3/t15-,16+,17+,21+,22-/m1/s1
InChIKey RRUOBQIYOREMKW-KAIGNEPCSA-N
Formula C22H24O8
HBA 8
HBD 0
MW 416.43
Rotatable Bonds 3
TPSA 109.11
LogP 2.53
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.55
Exact Mass 416.15
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: c1occc1C(C2)OC(=O)C23C4C(CC=C3)CC(=O)CC4

Level: 1

Mol. Weight: 416.43 g/mol

Structure

SMILES: C1COC(=O)C12C3C(CC=C2)CC(=O)CC3

Level: 0

Mol. Weight: 416.43 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 416.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.830
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.830
Plasma Protein Binding
53.35
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.840
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.010
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.260
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.490
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
-43.690
Rat (Acute)
4.250
Rat (Chronic Oral)
2.640
Fathead Minnow
4.050
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
444.870
Hydration Free Energy
-3.430
Log(D) at pH=7.4
1.910
Log(P)
2.4
Log S
-4.35
Log(Vapor Pressure)
-8.39
Melting Point
209.12
pKa Acid
6.9
pKa Basic
4.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9327
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9327
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8445
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8445
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8035
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8035
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7707
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7707
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7687
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7687
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7578
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7578
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7570
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7570
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7484
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7484
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7452
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7452
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7354
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7354
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7299
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7299
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7236
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7236
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7213
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7213
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7167
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7167

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