Afzeliioside E - Compound Card

Afzeliioside E

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Afzeliioside E

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpenoid

Canonical Smiles	CC(=O)OC1C(O)C(O[C@@H]2[C@@H](OC[C@H](C2O)O)OC(=O)[C@@]23CCC(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2OC(C(=O)O)[C@H](C([C@@H]2O)O)O)(C)C)OC(C1O[C@@H]1OC[C@H](C([C@@H]1O)O)O)C
InChI	InChI=1S/C54H84O23/c1-22-39(74-44-36(63)32(59)26(56)20-69-44)40(72-23(2)55)38(65)46(71-22)76-42-33(60)27(57)21-70-47(42)77-48(68)54-17-16-49(3,4)18-25(54)24-10-11-29-51(7)14-13-31(73-45-37(64)34(61)35(62)41(75-45)43(66)67)50(5,6)28(51)12-15-52(29,8)53(24,9)19-30(54)58/h10,22,25-42,44-47,56-65H,11-21H2,1-9H3,(H,66,67)/t22?,25-,26+,27+,28-,29+,30+,31-,32?,33?,34?,35-,36-,37-,38?,39?,40?,41?,42-,44-,45+,46?,47-,51-,52+,53+,54+/m0/s1
InChIKey	LKRUYSILVDQEKZ-SGXUNMHLSA-N
Formula	C₅₄H₈₄O₂₃
HBA	22
HBD	11
MW	1101.24
Rotatable Bonds	10
TPSA	356.81
LogP	-0.1
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	77
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	1100.54
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.

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

Level: 4

Mol. Weight: 1101.24 g/mol

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

Level: 3

Mol. Weight: 1101.24 g/mol

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

Level: 3

Mol. Weight: 1101.24 g/mol

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

Level: 2

Mol. Weight: 1101.24 g/mol

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

Level: 2

Mol. Weight: 1101.24 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1101.24 g/mol

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

Level: 1

Mol. Weight: 1101.24 g/mol

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

Level: 1

Mol. Weight: 1101.24 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1101.24 g/mol

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

Level: 0

Mol. Weight: 1101.24 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1101.24 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp): -6.08
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 434309.77
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 56760033.17

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.83
Plasma Protein Binding: 78.05
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: 1.63
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 11586519711.62
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -6427.21
Log(P): 1.53
Log S: -3.7
Log(Vapor Pressure): -381538074.29
Melting Point: 292.11
pKa Acid: -2780015.65
pKa Basic: -22348.83

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ficolin-2	Q15485	FCN2_HUMAN	Homo sapiens	3	0.7686