23-sulfate ester of niga-ichigoside F1 - Compound Card

23-sulfate ester of niga-ichigoside F1

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23-sulfate ester of niga-ichigoside F1

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ursene Triterpene
Canonical Smiles OCC1OC(OC(=O)[C@@]23CC[C@H]([C@@](C3C3=CCC4[C@@]([C@@]3(CC2)C)(C)CCC2[C@]4(C)C[C@H]([C@@H]([C@@]2(C)COS(=O)(=O)O)O)O)(C)O)C)C(C(C1O)O)O
InChI InChI=1S/C36H58O14S/c1-18-9-12-36(30(43)50-29-26(41)25(40)24(39)21(16-37)49-29)14-13-33(4)19(27(36)35(18,6)44)7-8-23-31(2)15-20(38)28(42)32(3,17-48-51(45,46)47)22(31)10-11-34(23,33)5/h7,18,20-29,37-42,44H,8-17H2,1-6H3,(H,45,46,47)/t18-,20-,21?,22?,23?,24?,25?,26?,27?,28+,29?,31+,32+,33-,34-,35-,36+/m1/s1
InChIKey XBNZAVUJFGQQSI-ILWLMTHDSA-N
Formula C36H58O14S
HBA 13
HBD 8
MW 746.91
Rotatable Bonds 6
TPSA 240.74
LogP 1.23
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 51
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 746.35
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Melissa officinalis Lamiaceae Plantae 39338

Showing of synonyms

  • Abdel-Naime W, Fahim J, et al. (2019). New antimicrobial triterpene glycosides from lemon balm (Melissa officinalis).. South African Journal of Botany, 2019, 125, 161-167. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 746.91 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 746.91 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 746.91 g/mol

Anti-alzheimer
Anti-hyperlipidemic
Anti-hypertensive
Anti-inflammatory
Antimicrobial
Antioxidant
Antipyretic
Antitumor
Expectorant
Hepatoprotective
Sedative
Spasmolytic

Absorption

Caco-2 (logPapp)
-6.07
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.9
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
168.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.95
Plasma Protein Binding
87.21
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
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
3.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-4.16
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.07
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.5
Micronucleos
Toxic
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
-311566.41
Rat (Acute)
2.35
Rat (Chronic Oral)
3.08
Fathead Minnow
405.77
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
30700.58
Hydration Free Energy
-2.92
Log(D) at pH=7.4
1.86
Log(P)
-1.13
Log S
-2.09
Log(Vapor Pressure)
-986.57
Melting Point
254.52
pKa Acid
1.97
pKa Basic
5.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8151
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8082
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7640

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