Mulleinsaponin VI - Compound Card

Mulleinsaponin VI

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Mulleinsaponin VI

Structure
Zoomed Structure
  • Family: Plantae - Scrophulariaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Saikosaponin
Canonical Smiles OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=C[C@]34[C@@]2(C)C[C@@H]([C@@]2([C@H]4CC(C)(C)CC2)CO3)OC(=O)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C56H90O23/c1-24-34(61)37(64)40(67)46(71-24)77-43-28(21-58)75-48(42(69)39(43)66)78-44-35(62)25(2)72-49(45(44)79-47-41(68)38(65)36(63)27(20-57)74-47)76-32-12-13-51(6)29(52(32,7)22-59)10-14-53(8)30(51)11-15-56-31-18-50(4,5)16-17-55(31,23-70-56)33(73-26(3)60)19-54(53,56)9/h11,15,24-25,27-49,57-59,61-69H,10,12-14,16-23H2,1-9H3/t24-,25+,27+,28+,29+,30+,31+,32-,33-,34-,35-,36+,37+,38-,39+,40+,41+,42+,43+,44-,45+,46-,47-,48-,49-,51-,52-,53+,54-,55+,56-/m0/s1
InChIKey WAIYSDVLHDYDGE-AWPGFGAASA-N
Formula C56H90O23
HBA 23
HBD 12
MW 1131.31
Rotatable Bonds 12
TPSA 352.13
LogP -0.98
Number Rings 10
Number Aromatic Rings 0
Heavy Atom Count 79
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 1130.59
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Verbascum sinaiticum Scrophulariaceae Plantae 2072606

Showing of synonyms

  • Miyase T, Horikoshi C, et al. (1997). Saikosaponin analogues from Verbascum spp. The structures of mulleinsaponins I-VII. Chemical & pharmaceutical bulletin,1997, 45(12), 2029-33. [View] [PubMed]
Pubchem: 101933148
Nmrshiftdb2: 60045903

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC7OCCC(C7OC8CCCCO8)OC(OC9)CCC9OC1CCCCO1

Level: 4

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 3

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC(OCC7)CC7OC(OC8)CCC8OC9CCCCO9

Level: 3

Mol. Weight: 1131.31 g/mol

Structure

SMILES: O1CCCCC1OC(COCC2)C2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 2

Mol. Weight: 1131.31 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1COCCC1OC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCCC(C1C234)(CO4)CCC3C5C(C=C2)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 1131.31 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1131.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.42
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
23393868.760
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3057305808.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.660
Plasma Protein Binding
77.06
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-71106002.130
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-29.350
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.050
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
-5548863067197.490
Rat (Acute)
4.050
Rat (Chronic Oral)
11901.870
Fathead Minnow
7004264313.260
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
624093280938.680
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-346919.420
Log(P)
-39.27
Log S
-2.71
Log(Vapor Pressure)
-20551074325.64
Melting Point
-3628.59
pKa Acid
-149746880.17
pKa Basic
-1204697.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7389

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