Afzeliioside B - Compound Card

Afzeliioside B

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Afzeliioside B

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(C2OC(=O)C)O)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/C58H92O23/c1-11-12-21-72-47(70)44-39(66)38(65)41(68)49(79-44)77-35-16-17-55(8)32(54(35,6)7)15-18-56(9)33(55)14-13-28-29-22-53(4,5)19-20-58(29,34(62)23-57(28,56)10)52(71)81-50-45(37(64)31(61)25-74-50)80-51-46(76-27(3)59)42(69)43(26(2)75-51)78-48-40(67)36(63)30(60)24-73-48/h13,26,29-46,48-51,60-69H,11-12,14-25H2,1-10H3/t26?,29-,30+,31+,32-,33+,34+,35-,36?,37?,38?,39-,40-,41-,42?,43?,44?,45-,46?,48-,49+,50-,51?,55-,56+,57+,58+/m0/s1
InChIKey	CEOQVIGRMYLSJU-AEFRIZGQSA-N
Formula	C₅₈H₉₂O₂₃
HBA	23
HBD	10
MW	1157.35
Rotatable Bonds	13
TPSA	345.81
LogP	1.16
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	81
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	1156.6
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: 1157.35 g/mol

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

Level: 3

Mol. Weight: 1157.35 g/mol

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

Level: 3

Mol. Weight: 1157.35 g/mol

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

Level: 2

Mol. Weight: 1157.35 g/mol

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

Level: 2

Mol. Weight: 1157.35 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1157.35 g/mol

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

Level: 1

Mol. Weight: 1157.35 g/mol

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

Level: 1

Mol. Weight: 1157.35 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1157.35 g/mol

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

Level: 0

Mol. Weight: 1157.35 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1157.35 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp): -6.27
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 3640892.8
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 475822618.48

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.7
Plasma Protein Binding: 76.99
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: 2.34
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 97130497754.13
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -53978.22
Log(P): -2.23
Log S: -3.9
Log(Vapor Pressure): -3198458352.65
Melting Point: 113.3
pKa Acid: -23305716.78
pKa Basic: -187482.63

No predicted protein targets found for this compound.