Guttiferone W - Compound Card

Guttiferone W

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Guttiferone W

Structure
Zoomed Structure
  • Family: Plantae - Clusiaceae
  • Kingdom: Plantae
  • Class: Monoterpenoid
Canonical Smiles CC(=C)CCC[C@]1(C)[C@@H](CC=C(C)C)CC23C(=O)C1(CC=C(C)C)C(=O)C(=C3OC(C(C2)CC=C(C)C)(C)C)C(=O)c1ccc(c(c1)O)O
InChI InChI=1S/C43H58O6/c1-26(2)13-12-21-41(11)32(18-15-28(5)6)25-42-24-31(17-14-27(3)4)40(9,10)49-38(42)35(36(46)30-16-19-33(44)34(45)23-30)37(47)43(41,39(42)48)22-20-29(7)8/h14-16,19-20,23,31-32,44-45H,1,12-13,17-18,21-22,24-25H2,2-11H3/t31?,32-,41+,42?,43?/m0/s1
InChIKey OZFJVRGEBCCKGE-NEGIXXIISA-N
Formula C43H58O6
HBA 6
HBD 2
MW 670.93
Rotatable Bonds 12
TPSA 100.9
LogP 10.32
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 49
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 670.42
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Symphonia globulifera Clusiaceae Plantae 156483

Showing of synonyms

  • Nguengang RT, Tchegnitegni BT, et al. (2023). Constituents of the Stem Bark of Symphonia globulifera Linn. f. with Antileishmanial and Antibacterial Activities. Molecules. 2023, 28(6), 2473. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C2=O)C(=O)C(=C(C123)OCCC3)C(=O)c4ccccc4

Level: 1

Mol. Weight: 670.93 g/mol

Structure

SMILES: C1CCC(C2=O)C(=O)C=C(C123)OCCC3

Level: 0

Mol. Weight: 670.93 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 670.93 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
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
Substrate
Skin Permeability
48.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.51
Plasma Protein Binding
94.67
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
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
6.56
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.12
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.6
Micronucleos
Toxic
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
-90962.29
Rat (Acute)
2.6
Rat (Chronic Oral)
3.18
Fathead Minnow
132.0
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
6446.69
Hydration Free Energy
-2.92
Log(D) at pH=7.4
6.33
Log(P)
10.91
Log S
-7.62
Log(Vapor Pressure)
-228.21
Melting Point
177.77
pKa Acid
6.94
pKa Basic
2.02
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9047
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8956
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8793
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8540
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8401
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8309
LysR-type regulatory protein Q7WT50 Q7WT50_9BURK Burkholderia sp. DNT 3 0.8252
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8215
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8161
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8122
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8107
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8005
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7836
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7820
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7817
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7753
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7722
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7692
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7637
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7610
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7586
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7579
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7569
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7496
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7354
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7333
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 3 0.7315
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7287
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7280
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7268
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7255
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7246
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7198
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7157
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.7141
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7137
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7137
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7030
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7024
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7024
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7019
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7007
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7006

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