Deoxycaesaldekarin C - Compound Card

Deoxycaesaldekarin C

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Deoxycaesaldekarin C

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Furanoditerpene
Canonical Smiles COC(=O)C1(C)CCCC2(C1CCC1C2Cc2c(C1C)cco2)C
InChI InChI=1S/C21H30O3/c1-13-14-6-7-18-20(2,9-5-10-21(18,3)19(22)23-4)16(14)12-17-15(13)8-11-24-17/h8,11,13-14,16,18H,5-7,9-10,12H2,1-4H3
InChIKey CKWZZMAZBSXPHZ-UHFFFAOYSA-N
Formula C21H30O3
HBA 3
HBD 0
MW 330.47
Rotatable Bonds 1
TPSA 39.44
LogP 4.95
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 330.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Caesalpinia volkensii Leguminosae/Fabaceae Plantae 1387603

Showing of synonyms

  • Ochieng' CO, Owuor PO, et al. (2012). Antinociceptive and antiplasmodial activities of cassane furanoditerpenes from Caesalpinia volkensii H. root bark.. Fitoterapia,2012,83(1),74-80. [View] [PubMed]
Pubchem: 572829

No compound-protein relationship available.

Structure

SMILES: c1coc(c12)CC3C4C(CCC3C2)CCCC4

Level: 0

Mol. Weight: 330.47 g/mol

Antinociceptive

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.410
Plasma Protein Binding
27.33
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.700
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.120
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.090
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.050
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
2.080
Rat (Acute)
2.030
Rat (Chronic Oral)
2.150
Fathead Minnow
4.590
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
374.360
Hydration Free Energy
-4.020
Log(D) at pH=7.4
4.900
Log(P)
5.28
Log S
-5.51
Log(Vapor Pressure)
-6.08
Melting Point
101.61
pKa Acid
12.1
pKa Basic
6.13
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 0.8621
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8621
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8396
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8396
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8291
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8291
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8289
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8289
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7726
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7726
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7671
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7671
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7579
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7579
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7567
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7567
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7555
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7555
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7554
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7554
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7452
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7452
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7431
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7431
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7426
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7426
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7402
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7402
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7338
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7338
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7298
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7298
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7288
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7288
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7249
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7249
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7237
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7237
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7228
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7228
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7227
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7227
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7221
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7221
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7145
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7145
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7054
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7054
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7053
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7053
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7005
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7005

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