Afzeliioside A - Compound Card

Afzeliioside A

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Afzeliioside A

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CCCCOC(=O)C1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2OC[C@H](C([C@@H]2OC2OC(C)C(C(C2O)O[C@@H]2OC[C@@](C2O)(O)CO)O[C@@H]2OC[C@H](C([C@@H]2O)O)O)O)O)O)C)C)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C61H98O26/c1-10-11-20-77-48(74)45-39(69)38(68)41(71)50(85-45)82-35-15-16-57(7)32(56(35,5)6)14-17-58(8)33(57)13-12-28-29-21-55(3,4)18-19-61(29,34(65)22-59(28,58)9)54(75)87-52-46(37(67)31(64)24-79-52)86-51-42(72)44(84-53-47(73)60(76,25-62)26-80-53)43(27(2)81-51)83-49-40(70)36(66)30(63)23-78-49/h12,27,29-47,49-53,62-73,76H,10-11,13-26H2,1-9H3/t27?,29-,30+,31+,32-,33+,34+,35-,36?,37?,38?,39-,40-,41-,42?,43?,44?,45?,46-,47?,49-,50+,51?,52-,53-,57-,58+,59+,60-,61+/m0/s1
InChIKey XYMFSEOOHXBZHB-LAEZXNKISA-N
Formula C61H98O26
HBA 26
HBD 13
MW 1247.43
Rotatable Bonds 15
TPSA 398.66
LogP -0.94
Number Rings 10
Number Aromatic Rings 0
Heavy Atom Count 87
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 1246.63
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Microglossa afzelii Asteraceae Plantae 1898724

Showing of synonyms

  • Tchegnitegni BT, Ahmed T, et al. (2022). Echinocystic Acid Bidesmoside Saponins from Microglossa afzelii O. Hoffm and Their Cytotoxic Activity against the CAL-27 Oral Squamous Carcinoma Cell Line. Metabolites. 2022, 12(11), 1018. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCC1OC2C(OC3CCCCO3)COC(C2)OC4C(OCCC4)OC(=O)C56C(CCCC6)C=7C(CC5)C8C(CC7)C9C(CC8)CC(CC9)OC1CCCCO1

Level: 5

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(C7)OCC(C7OC8CCCO8)OC9CCCCO9

Level: 4

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OCC7)CC7OC8CCCO8

Level: 3

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCCOC4

Level: 3

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1247.43 g/mol

Structure

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

Level: 1

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1247.43 g/mol

Structure

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1247.43 g/mol

Structure

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

Level: 0

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1247.43 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1247.43 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-6.55
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
177080212210.08
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
23142290337337.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
61.27
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.89
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-538237221035.82
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-219769.16
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.05
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
-42002140975113464
Rat (Acute)
8.46
Rat (Chronic Oral)
90090931.31
Fathead Minnow
53018725735356.1
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
4724075955734547.0
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-2626115431.38
Log(P)
-305708.16
Log S
-3.45
Log(Vapor Pressure)
-155561449964169.34
Melting Point
-47266064.55
pKa Acid
-1133510932391.24
pKa Basic
-9119056905.0

No predicted protein targets found for this compound.

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