Welwitschiilactone D - Compound Card

Welwitschiilactone D

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Welwitschiilactone D

Structure
Zoomed Structure
  • Family: Plantae - Achariaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles C[C@@]12[C@]3([C@]4([C@@](C)(CC1)CC[C@](C)(C4)OC3=O)[H])CC[C@]5(C)[C@@]2(CC[C@@]6(C)[C@]5(CCC(=O)[C@@H]6C)[H])[H]
InChI InChI=1S/C29H44O3/c1-18-19(30)7-8-20-26(18,4)10-9-21-27(20,5)14-16-29-22-17-25(3,32-23(29)31)13-11-24(22,2)12-15-28(21,29)6/h18,20-22H,7-17H2,1-6H3/t18-,20+,21-,22+,24+,25+,26+,27-,28+,29-/m0/s1
InChIKey QYRDNVDVYDXYOQ-GTMFBLQMSA-N
Formula C29H44O3
HBA 3
HBD 0
MW 440.67
Rotatable Bonds 0
TPSA 43.37
LogP 6.73
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 440.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Caloncoba welwitschii Achariaceae Plantae 2708920

Showing of synonyms

  • Keugwa CVT, Rosette EF, et al. (2023). Three new 30-norfriedelane and a new friedelane triterpenes from the trunk bark of Caloncoba welwitschii (Oliv.) Gilg (Achariaceae). Natural product research,2023, 37(3), 468-477. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1OC(CC2)CC3C2CCC(C134)C5C(CC4)C6C(CC5)CC(=O)CC6

Level: 0

Mol. Weight: 440.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.93
Plasma Protein Binding
85.82
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.65
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.66
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.69
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.21
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-77.0
Rat (Acute)
1.93
Rat (Chronic Oral)
1.87
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
488.88
Hydration Free Energy
-2.82
Log(D) at pH=7.4
5.94
Log(P)
5.77
Log S
-6.38
Log(Vapor Pressure)
-8.27
Melting Point
224.14
pKa Acid
10.59
pKa Basic
6.92
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9420
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9420
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9036
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9036
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8597
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8597
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8049
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8049
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7854
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7854
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7727
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7727
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7496
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7496
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7457
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7457
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7361
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7361
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7301
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7301
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7269
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7269
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7076
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7076
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7004
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7004

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