Megalocarpoidolide H - Compound Card

Megalocarpoidolide H

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Megalocarpoidolide H

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC(=O)[C@@]12CC=C([C@@]3([C@H]1CCC(=O)[C@@]2(O)C(=O)OC)C[C@@H](OC3=O)c1cocc1)C
InChI InChI=1S/C22H24O9/c1-12-6-8-21(18(25)28-2)15(4-5-16(23)22(21,27)19(26)29-3)20(12)10-14(31-17(20)24)13-7-9-30-11-13/h6-7,9,11,14-15,27H,4-5,8,10H2,1-3H3/t14-,15-,20-,21-,22-/m1/s1
InChIKey BPHIWZWKPGDBFM-MLMJITEHSA-N
Formula C22H24O9
HBA 9
HBD 1
MW 432.43
Rotatable Bonds 3
TPSA 129.34
LogP 1.65
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.55
Exact Mass 432.14
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: 432.43 g/mol

Structure

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

Level: 0

Mol. Weight: 432.43 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 432.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.08
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.670
Plasma Protein Binding
54.73
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.500
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.450
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.200
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.270
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
-64.310
Rat (Acute)
4.390
Rat (Chronic Oral)
2.800
Fathead Minnow
4.020
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
421.590
Hydration Free Energy
-3.000
Log(D) at pH=7.4
1.800
Log(P)
1.59
Log S
-3.76
Log(Vapor Pressure)
-8.77
Melting Point
209.49
pKa Acid
5.22
pKa Basic
3.77
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
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7971
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7971
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7729
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7729
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7673
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7673
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7388
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7388
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7348
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7348
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7342
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7342
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7179
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7179
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7078
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7078
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7077
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7077

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