Lucidene - Compound Card

Lucidene

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Lucidene

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC1(C)/C=C\C[C@@]2(C)Oc3ccccc3C[C@@H]2CC[C@@]2([C@@H](C1)Cc1ccccc1O2)C
InChI InChI=1S/C29H36O2/c1-27(2)15-9-16-28(3)23(18-21-10-5-7-12-25(21)30-28)14-17-29(4)24(20-27)19-22-11-6-8-13-26(22)31-29/h5-13,15,23-24H,14,16-20H2,1-4H3/b15-9-/t23-,24+,28+,29+/m0/s1
InChIKey ISSPUSZYYOWQJE-FQGSZQHWSA-N
Formula C29H36O2
HBA 2
HBD 0
MW 416.61
Rotatable Bonds 0
TPSA 18.46
LogP 7.16
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 416.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Uvaria species Annonaceae Plantae 174969

Showing of synonyms

  • Nkunya MH, Weenen H, et al. (1991). Antimalarial activity of Tanzanian plants and their active constituents: the genus Uvaria.. Planta medica,1991,57(4),341-343. [View] [PubMed]
Pubchem: 102061174
Nmrshiftdb2: 70106266

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC3C(C2)CCC4C(CCC=CC3)Cc5c(O4)cccc5

Level: 0

Mol. Weight: 416.61 g/mol

Antimalarial

Absorption

Caco-2 (logPapp)
-5.03
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.53
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.87
Plasma Protein Binding
99.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.81
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.76
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.49
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.69
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
Toxic
T. Pyriformis
-56.01
Rat (Acute)
2.44
Rat (Chronic Oral)
1.47
Fathead Minnow
4.74
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
465.47
Hydration Free Energy
-3.2
Log(D) at pH=7.4
5.77
Log(P)
8.72
Log S
-6.99
Log(Vapor Pressure)
-7.45
Melting Point
124.52
pKa Acid
13.28
pKa Basic
8.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8124
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8124
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7897
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7897
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7883
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7883
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7800
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7800
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7759
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7759
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7757
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7757
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 2 0.7670
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 2 0.7670
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7644
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7644
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7523
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7523
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7515
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7515
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7430
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7430
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7410
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7410
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7392
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7392
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7255
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7255
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7245
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7245
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7212
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7212
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7180
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7180
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7154
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7154
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7150
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7150
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7140
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7140
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7117
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7117
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7109
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7109
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7090
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7090
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7037
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7037

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