Sapelenin G - Compound Card

Sapelenin G

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Sapelenin G

Structure
Zoomed Structure
  • Family: Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Acyclic Triterpenoid
Canonical Smiles C/C(=C\CC/C=C(/CCC(C(CCC(C(O)(C)C)O)(O)C)O)\C)/CC/C=C(/CCC(C(O)(C)C)O)\C
InChI InChI=1S/C30H56O6/c1-22(14-11-15-24(3)16-18-25(31)28(4,5)34)12-9-10-13-23(2)17-19-27(33)30(8,36)21-20-26(32)29(6,7)35/h12-13,15,25-27,31-36H,9-11,14,16-21H2,1-8H3/b22-12+,23-13+,24-15+
InChIKey UXXYCNGGFCKTNF-QBCJLAPNSA-N
Formula C30H56O6
HBA 6
HBD 6
MW 512.77
Rotatable Bonds 18
TPSA 121.38
LogP 5.1
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 512.41
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Entandrophragma cylindricum Meliaceae Plantae 179994

Showing of synonyms

  • Kouam SF, Kusari S, et al. (2012). Sapelenins G-J, acyclic triterpenoids with strong anti-inflammatory activities from the bark of the Cameroonian medicinal plant Entandrophragma cylindricum.. Phytochemistry,2012, 83, 79-86. [View] [PubMed]
Pubchem: 71500883

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.06
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.01
Plasma Protein Binding
14.51
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
-0.18
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.11
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.04
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
-73.31
Rat (Acute)
2.01
Rat (Chronic Oral)
2.88
Fathead Minnow
5.31
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
482.58
Hydration Free Energy
-3.51
Log(D) at pH=7.4
3.02
Log(P)
4.3
Log S
-4.32
Log(Vapor Pressure)
-9.19
Melting Point
100.69
pKa Acid
9.01
pKa Basic
7.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9336
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9284
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9174
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9028
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9007
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8896
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8781
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8698
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8666
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8658
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.8637
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8630
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8599
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8531
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8393
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8382
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8348
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8340
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8319
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8317
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8285
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8225
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.8159
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8076
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8061
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7986
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7946
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7942
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7923
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7904
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7903
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7844
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7834
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7797
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7793
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7773
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7771
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7762
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7731
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7726
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7725
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7674
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7590
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7574
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7570
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7546
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7542
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7519
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7518
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7494
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7465
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7454
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7453
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7405
Retinoic acid receptor beta P10826 RARB_HUMAN Homo sapiens 3 0.7402
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7401
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7360
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7334
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7326
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7309
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7309
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7306
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7300
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7295
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7284
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7281
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7237
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7221
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 3 0.7198
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7183
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7170
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7153
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7148
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7144
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7138
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7130
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7122
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7107
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7102
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7083
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7071
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7066
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7044
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7036
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7029
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7026
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.7016
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7008
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7004

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