Candesalvone B methyl ester - Compound Card

Candesalvone B methyl ester

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Candesalvone B methyl ester

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles COC(=O)CC[C@@]1(C)[C@@H](CC(=O)c2c1c(O)c(O)c(c2O)C(C)C)C(=C)C
InChI InChI=1S/C21H28O6/c1-10(2)12-9-13(22)16-17(21(12,5)8-7-14(23)27-6)20(26)19(25)15(11(3)4)18(16)24/h11-12,24-26H,1,7-9H2,2-6H3/t12-,21-/m0/s1
InChIKey DGXNORYLNOBGEV-QKVFXAPYSA-N
Formula C21H28O6
HBA 6
HBD 3
MW 376.45
Rotatable Bonds 5
TPSA 104.06
LogP 3.92
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 376.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salvia multicaulis Lamiaceae Plantae 1685714

Showing of synonyms

  • Hegazy M.F, Hamed A.R, et al. (2018). Cytotoxicity of abietane diterpenoids from Salvia multicaulis towards multidrug-resistant cancer cells.. Fitoterapia, 2018, 130, 54-60. [View] [PubMed]
Pubchem: 10429603
Nmrshiftdb2: 70050591

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CCCC2=O

Level: 0

Mol. Weight: 376.45 g/mol

Anti-inflammatory
Anticancer
Antimicrobial
Antioxidant
Antiviral

Absorption

Caco-2 (logPapp)
-5.07
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.710
Plasma Protein Binding
86.23
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
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.270
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.490
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.110
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.160
Micronucleos
Toxic
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
0.020
Rat (Acute)
2.450
Rat (Chronic Oral)
3.280
Fathead Minnow
4.250
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
417.460
Hydration Free Energy
-8.900
Log(D) at pH=7.4
2.320
Log(P)
3.79
Log S
-4.72
Log(Vapor Pressure)
-7.48
Melting Point
122.3
pKa Acid
7.98
pKa Basic
4.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8913
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8509
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8117
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7842
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7809
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7736
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7720
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7718
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7648
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7646
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7542
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7511
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7502
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7473
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7448
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7421
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7376
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7332
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7329
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7275
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7227
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7192
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7155
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7120
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7066
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7016
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7007

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