Welwitschiilactone B - Compound Card

Welwitschiilactone B

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Welwitschiilactone B

Structure
Zoomed Structure
  • Family: Plantae - Achariaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles O[C@H]1C[C@]2(C)CC[C@]3([C@]4([C@@H]2[C@@H](C1=C)OC4=O)CC[C@@]1([C@@H]3CC[C@]2([C@H]1CCC(=O)[C@@H]2C)C)C)C
InChI InChI=1S/C29H42O4/c1-16-19(31)15-25(3)11-13-28(6)21-9-10-26(4)17(2)18(30)7-8-20(26)27(21,5)12-14-29(28)23(25)22(16)33-24(29)32/h17,19-23,31H,1,7-15H2,2-6H3/t17-,19-,20+,21-,22+,23+,25-,26+,27-,28+,29-/m0/s1
InChIKey JHQREXXSGYYLHB-SEOKQQJHSA-N
Formula C29H42O4
HBA 4
HBD 1
MW 454.65
Rotatable Bonds 0
TPSA 63.6
LogP 5.47
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 454.31
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(C2C134)C(=C)CCC2CCC3C5C(CC4)C6C(CC5)CC(=O)CC6

Level: 0

Mol. Weight: 454.65 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.71
Plasma Protein Binding
87.07
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
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
8.43
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.27
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.64
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-145.36
Rat (Acute)
2.57
Rat (Chronic Oral)
2.16
Fathead Minnow
3.91
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
505.56
Hydration Free Energy
-2.41
Log(D) at pH=7.4
5.17
Log(P)
4.22
Log S
-5.54
Log(Vapor Pressure)
-8.78
Melting Point
254.11
pKa Acid
8.22
pKa Basic
5.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8410
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8410
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8382
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8382
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8324
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8324
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8313
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8313
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7850
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7850
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7557
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7557
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7277
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7277

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