(3S,5R,6R,7E,9S)- 3,5,6,9-tetrahydroxymegastigman-7-ene - Compound Card

(3S,5R,6R,7E,9S)- 3,5,6,9-tetrahydroxymegastigman-7-ene

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(3S,5R,6R,7E,9S)- 3,5,6,9-tetrahydroxymegastigman-7-ene

Structure
Zoomed Structure
  • Family: Plantae - Myrtaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Glucosinolate
Canonical Smiles C[C@@H](/C=C/[C@@]1(O)C(C)(C)C[C@@H](C[C@@]1(C)O)O)O
InChI InChI=1S/C13H24O4/c1-9(14)5-6-13(17)11(2,3)7-10(15)8-12(13,4)16/h5-6,9-10,14-17H,7-8H2,1-4H3/b6-5+/t9-,10-,12+,13+/m0/s1
InChIKey CTCKPFXFWVNGLG-DWFSUXBBSA-N
Formula C13H24O4
HBA 4
HBD 4
MW 244.33
Rotatable Bonds 2
TPSA 80.92
LogP 0.59
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 244.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Syzygium samarangense Myrtaceae Plantae 260143

Showing of synonyms

  • Samy M.N, Sugimoto S, et al. (2014). Taxiphyllin 6-O-Gallate, Actinidioionoside 6-O-Gallate and Myricetrin 2-O-Sulfate from the Leaves of Syzygium samarangense and Their Biological Activities. Chemical & pharmaceutical bulletin,2014, 62(10), 1013-8. [View] [PubMed]
Pubchem: 637237
Nmrshiftdb2: 11853
CPRiL: 106835
Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 244.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.1
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.11
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
39.01
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
1.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.65
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.09
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
-3.2
Rat (Acute)
2.02
Rat (Chronic Oral)
2.14
Fathead Minnow
3.53
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
332.96
Hydration Free Energy
-15.58
Log(D) at pH=7.4
0.13
Log(P)
0.53
Log S
-1.3
Log(Vapor Pressure)
-6.33
Melting Point
128.18
pKa Acid
8.72
pKa Basic
5.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8960
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8281
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8239
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8224
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8224
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8128
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8094
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7776
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7659
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7547
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7544
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.7288
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7263
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7022

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