Welwitschianic acid - Compound Card

Welwitschianic acid

Select a section from the left sidebar

Welwitschianic acid

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles COC(=O)CC1C(=O)CC2C([C@@H]1C)CCC1[C@]2(C)CCC[C@]1(C)C(=O)O
InChI InChI=1S/C21H32O5/c1-12-13-6-7-17-20(2,8-5-9-21(17,3)19(24)25)15(13)11-16(22)14(12)10-18(23)26-4/h12-15,17H,5-11H2,1-4H3,(H,24,25)/t12-,13?,14?,15?,17?,20+,21-/m0/s1
InChIKey FHWUOEIJRSLHQQ-XZOWCDPASA-N
Formula C21H32O5
HBA 4
HBD 1
MW 364.48
Rotatable Bonds 3
TPSA 80.67
LogP 3.7
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 364.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Caesalpinia welwitschiana Leguminosae/Fabaceae Plantae 1387604

Showing of synonyms

  • Essoung FRE, Mba'ning BM, et al. (2021). Antifeedant and ovicidal activities of a new cassane and other compounds from Caesalpinia welwitschiana Oliv. and Caesalpinia bonduc L. against Tuta absoluta (Lepidoptera: Gelechiidae).. Natural product research,2021, 35(24), 5681-5691. [View] [PubMed]
Pubchem: 171121367

No compound-protein relationship available.

Structure

SMILES: C1C(=O)CCC2CCC(C3C12)CCCC3

Level: 0

Mol. Weight: 364.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.79
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.870
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.930
Plasma Protein Binding
74.69
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.360
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.720
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.330
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.240
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
-3.410
Rat (Acute)
2.230
Rat (Chronic Oral)
1.830
Fathead Minnow
4.000
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
413.170
Hydration Free Energy
-4.980
Log(D) at pH=7.4
1.130
Log(P)
2.82
Log S
-4.14
Log(Vapor Pressure)
-8.22
Melting Point
200.5
pKa Acid
5.38
pKa Basic
6.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9334
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.9201
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8875
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8843
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8734
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8724
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8697
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8696
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8657
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8656
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8591
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8505
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.8456
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8361
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8278
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8234
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8178
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8149
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8065
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7918
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7825
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7816
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7810
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7782
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7744
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7639
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7636
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7611
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7605
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7543
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7528
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7481
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7473
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7437
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7430
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7245
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7231
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7200
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7168
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7122
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7085
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7070
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7064
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7034

Download SDF