Seco-tiaminic acid A - Compound Card

Seco-tiaminic acid A

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Seco-tiaminic acid A

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OC(=O)CC[C@@]1(C)[C@@H](CC=C2[C@@H]1CC[C@@]1([C@]2(C)CC[C@H]1[C@H](CC(C(C(O)(C)C)O)O)C)C)C(=C)C
InChI InChI=1S/C30H50O5/c1-18(2)20-9-10-23-22(28(20,6)14-13-25(32)33)12-16-29(7)21(11-15-30(23,29)8)19(3)17-24(31)26(34)27(4,5)35/h10,19-22,24,26,31,34-35H,1,9,11-17H2,2-8H3,(H,32,33)/t19-,20-,21-,22-,24?,26?,28-,29-,30+/m0/s1
InChIKey HQIMCFMUKZYBFK-UNNLURBNSA-N
Formula C30H50O5
HBA 4
HBD 4
MW 490.73
Rotatable Bonds 9
TPSA 97.99
LogP 5.73
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 490.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Entandrophragma congoënse Meliaceae Plantae 2590899
2 Entandrophragma congoense Meliaceae Plantae 2590899

Showing of synonyms

  • Happi GM, Kouam SF, et al. (2015). Antiplasmodial and Cytotoxic Triterpenoids from the Bark of the Cameroonian Medicinal Plant Entandrophragma congoënse.. Journal of natural products,2015, 78(4), 604-614. [View] [PubMed]
Pubchem: 122178985

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCCC3

Level: 0

Mol. Weight: 490.73 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.99
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.5
Plasma Protein Binding
100.37
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
2.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.72
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.71
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-124.57
Rat (Acute)
2.86
Rat (Chronic Oral)
2.25
Fathead Minnow
4.01
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
464.63
Hydration Free Energy
-3.03
Log(D) at pH=7.4
3.21
Log(P)
5.39
Log S
-4.96
Log(Vapor Pressure)
-10.83
Melting Point
178.54
pKa Acid
5.74
pKa Basic
7.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8106
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7843
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7616
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7603
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7521
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7477
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7239
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7051

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