7-epi-clusianone - Compound Card

7-epi-clusianone

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7-epi-clusianone

Structure
Zoomed Structure
  • Family: Plantae - Clusiaceae
  • Kingdom: Plantae
  • Class: Benzophenone
Canonical Smiles CC(=CC[C@@]12C[C@@H](CC=C(C)C)C([C@](C2=O)(C(=O)C(=C1O)C(=O)c1ccccc1)CC=C(C)C)(C)C)C
InChI InChI=1S/C33H42O4/c1-21(2)14-15-25-20-32(18-16-22(3)4)28(35)26(27(34)24-12-10-9-11-13-24)29(36)33(30(32)37,31(25,7)8)19-17-23(5)6/h9-14,16-17,25,35H,15,18-20H2,1-8H3/t25-,32-,33+/m1/s1
InChIKey JXKKYQPCNJMAHZ-BJEYHHSBSA-N
Formula C33H42O4
HBA 4
HBD 1
MW 502.7
Rotatable Bonds 8
TPSA 71.44
LogP 7.92
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.48
Exact Mass 502.31
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Garcinia preussii Clusiaceae Plantae 58227

Showing of synonyms

  • Biloa Messi B, Ho R, et al. (2014). Isolation and biological activity of compounds from Garcinia preussii.. Pharmaceutical biology,2014, 52(6), 706-711. [View] [PubMed]
Pubchem: 100956099
CPRiL: 68976
Structure

SMILES: C1CCC(C2=O)C=C(C(=O)C12)C(=O)c3ccccc3

Level: 1

Mol. Weight: 502.7 g/mol

Structure

SMILES: C12C(=O)C=CC(C1=O)CCC2

Level: 0

Mol. Weight: 502.7 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 502.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.77
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.76
Plasma Protein Binding
115.08
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
Non-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
2.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.94
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.84
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.12
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
-380.37
Rat (Acute)
3.34
Rat (Chronic Oral)
2.61
Fathead Minnow
6.01
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
482.28
Hydration Free Energy
-2.92
Log(D) at pH=7.4
5.31
Log(P)
8.41
Log S
-6.51
Log(Vapor Pressure)
-8.69
Melting Point
131.98
pKa Acid
7.45
pKa Basic
1.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8678
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8041
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7933
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7812
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7795
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7662
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7614
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7561
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7552
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7532
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7513
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7495
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7489
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7475
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7435
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7422
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7395
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7347
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7325
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7302
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7268
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7237
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7208
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7206
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7196
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7141
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7128
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7109
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7095
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7092
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7089
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7073
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7059
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7023
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7004

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