Ivorenoside A - Compound Card

Ivorenoside A

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Ivorenoside A

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles OC[C@H]1O[C@@H](OC(=O)[C@@]2(CCC(C3OC[C@]4([C@@H](O3)[C@H](O)C[C@]3([C@H]4CC[C@@]4([C@@H]3CC=C3[C@@]4(C)CC[C@@]4([C@H]3[C@H](O)C(CC4)(C)C)C(=O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)C)C)C)(C)C)CC[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)C[C@H]([C@@H]([C@]3(C)CO)O)O)C2)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C72H114O21/c1-61(2)22-27-72(59(87)93-57-52(83)50(81)48(79)41(33-74)90-57)28-24-68(10)37(46(72)54(61)85)14-16-45-64(6)31-39(77)55-66(8,43(64)18-20-70(45,68)12)35-88-60(91-55)62(3,4)21-25-71(58(86)92-56-51(82)49(80)47(78)40(32-73)89-56)26-23-67(9)36(29-71)13-15-44-63(5)30-38(76)53(84)65(7,34-75)42(63)17-19-69(44,67)11/h13-14,38-57,60,73-85H,15-35H2,1-12H3/t38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49+,50+,51-,52-,53+,54+,55+,56+,57+,60?,63+,64+,65-,66-,67-,68-,69-,70-,71+,72+/m1/s1
InChIKey NLIFFZWQFLMMOX-GTCGTXMISA-N
Formula C72H114O21
HBA 21
HBD 13
MW 1315.68
Rotatable Bonds 11
TPSA 352.51
LogP 4.61
Number Rings 12
Number Aromatic Rings 0
Heavy Atom Count 93
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 1314.79
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia ivorensis Combretaceae Plantae 578550

Showing of synonyms

  • Ponou BK, Teponno RB, et al. (2010). Dimeric antioxidant and cytotoxic triterpenoid saponins from Terminalia ivorensis A. Chev.. Phytochemistry,2010, 71(17-18), 2108-2115. [View] [PubMed]
Pubchem: 50908264
Nmrshiftdb2: 70114098
CPRiL: 254423
Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(C=34)CCC(C4)(C(=O)OC5CCCCO5)CCCC(OC6)OC(CC7)C6C(CC8)C7C(CC9)C8C(CC1)C=9C(CCCC2)C12C(=O)OC1CCCCO1

Level: 3

Mol. Weight: 1315.68 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)C7C(CC6)OC(OC7)CCCC(C8)CCC(C8=9)C1C(CC9)C2C(CC1)CCCC2

Level: 2

Mol. Weight: 1315.68 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(C=34)CCC(C4)(C(=O)OC5CCCCO5)CCCC(OC6)OC(CC7)C6C(CC8)C7C(CC9)C8C(C1=9)CCC2C1CCCC2

Level: 2

Mol. Weight: 1315.68 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(C=34)CCC(C4)CCCC(OC5)OC(CC6)C5C(CC7)C6C(CC8)C7C(C=89)CCC1C9CCCC1

Level: 1

Mol. Weight: 1315.68 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)C7C(CC6)OCOC7

Level: 1

Mol. Weight: 1315.68 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C(C2)CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 1

Mol. Weight: 1315.68 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)C6C(CC5)OCOC6

Level: 0

Mol. Weight: 1315.68 g/mol

Structure

SMILES: C1CCCC(C1=2)C3C(CC2)C4C(CC3)CCCC4

Level: 0

Mol. Weight: 1315.68 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1315.68 g/mol

Antiproliferative

Absorption

Caco-2 (logPapp)
-6.05
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
227669406326718.0
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
29753736100924456

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.53
Plasma Protein Binding
97.99
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
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
2.13
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-692004521086877.6
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-282553722.21
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
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-54001597719593610000
Rat (Acute)
43482.22
Rat (Chronic Oral)
115828705131.66
Fathead Minnow
68165512440033420
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
6073682245247724000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-3376361085889.45
Log(P)
-393048323.18
Log S
-5.64
Log(Vapor Pressure)
-200003281310182100
Melting Point
-60773820777.75
pKa Acid
-1457339757189198.8
pKa Basic
-11724252053884.133

No predicted protein targets found for this compound.

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