Seco-tiaminic acid C - Compound Card

Seco-tiaminic acid C

Select a section from the left sidebar

Seco-tiaminic acid C

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpene
    • Subclass: Triterpene
Canonical Smiles COC(=O)CC[C@@]1(C)[C@@H](CC=C2[C@@H]1CC[C@@]1([C@]2(C)CC[C@H]1C1CC(=O)C(=C1)C(C)C)C)C(=C)C
InChI InChI=1S/C31H46O3/c1-19(2)22-17-21(18-27(22)32)24-11-15-31(7)26-10-9-23(20(3)4)29(5,14-13-28(33)34-8)25(26)12-16-30(24,31)6/h10,17,19,21,23-25H,3,9,11-16,18H2,1-2,4-8H3/t21?,23-,24-,25-,29-,30-,31+/m0/s1
InChIKey TVSVWDCZNKZECB-BQQBHBNGSA-N
Formula C31H46O3
HBA 3
HBD 0
MW 466.71
Rotatable Bonds 6
TPSA 43.37
LogP 7.47
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.74
Exact Mass 466.34
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Entandrophragma congoënse Meliaceae Plantae 2590899

Showing of synonyms

  • Happi GM, Talontsi FM, et al. (2018). seco-Tiaminic acids B and C: Identification of two novel 3,4-seco-tirucallane triterpenoids isolated from the root of Entandrophragma congoënse (Meliaceae).. Fitoterapia,2018, 124, 17-22. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(C1)C2CCC(C23)C=4C(CC3)CCCC4

Level: 1

Mol. Weight: 466.71 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2=CCCC3

Level: 0

Mol. Weight: 466.71 g/mol

Structure

SMILES: O=C1C=CCC1

Level: 0

Mol. Weight: 466.71 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.820
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.57

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.270
Plasma Protein Binding
94.12
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
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
3.690
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.440
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.860
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.070
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-167.230
Rat (Acute)
2.650
Rat (Chronic Oral)
1.710
Fathead Minnow
4.350
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
471.810
Hydration Free Energy
-3.030
Log(D) at pH=7.4
5.860
Log(P)
7.58
Log S
-6.2
Log(Vapor Pressure)
-7.77
Melting Point
128.7
pKa Acid
10.67
pKa Basic
4.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.9268
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.9066
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8983
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8613
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8311
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8133
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8095
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8038
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7655
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7627
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7600
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7424
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7340
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7327
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7228
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7186
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7167
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7146
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7140
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7122
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7096
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7081
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7023

Download SDF