Vaccaroside D - Compound Card

Vaccaroside D

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Vaccaroside D

Structure
Zoomed Structure
  • Family: Plantae - Caryophyllaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpene Saponin
Canonical Smiles OCCC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC=C1[C@@]2(C)CC[C@@]2([C@H]1CC(C)(C)CC2)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)C)C(=C)C(=O)O
InChI InChI=1S/C54H86O25/c1-23(44(69)70)24-10-12-53(6)31(51(24,4)11-7-17-55)9-8-25-26-18-50(2,3)13-15-54(26,16-14-52(25,53)5)49(71)79-47-41(68)42(77-45-39(66)36(63)32(59)27(19-56)73-45)35(62)30(76-47)22-72-48-43(38(65)34(61)29(21-58)75-48)78-46-40(67)37(64)33(60)28(20-57)74-46/h8,24,26-43,45-48,55-68H,1,7,9-22H2,2-6H3,(H,69,70)/t24-,26-,27+,28+,29+,30+,31+,32+,33+,34+,35+,36-,37-,38-,39+,40+,41+,42-,43+,45-,46-,47-,48+,51-,52+,53+,54-/m0/s1
InChIKey QCSJRNNSTFHPAZ-SNDIJUFTSA-N
Formula C54H86O25
HBA 24
HBD 15
MW 1135.26
Rotatable Bonds 17
TPSA 411.43
LogP -2.8
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 79
Formal Charge 0
Fraction CSP3 0.89
Exact Mass 1134.55
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Vaccaria pyramidata Caryophyllaceae Plantae 39387

Showing of synonyms

  • Said R, Hamed A, et al. (2019). Flavone C-glycosides from Vaccaria pyramidata: Structure elucidation by spectroscopy and theoretical calculations. Phytochemistry Letters, 2019, 29, 119-124. [View]
Pubchem: 102317032
Nmrshiftdb2: 60047744

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C=2C(CCCC4)C34C(=O)OC(O5)CC(OC6CCCCO6)CC5COC(OCCC7)C7OC8CCCCO8

Level: 4

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C=2C(CCCC4)C34C(=O)OC(O5)CCCC5COC(OCCC6)C6OC7CCCCO7

Level: 3

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C=2C(CCCC4)C34C(=O)OC(O5)CC(OC6CCCCO6)CC5COC7CCCCO7

Level: 3

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1OC(CCO2)CC2COC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C=2C(CCCC4)C34C(=O)OC(O5)CCCC5COC6CCCCO6

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C=2C(CCCC4)C34C(=O)OC(OCC5)CC5OC6CCCCO6

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1OCC2CC(CCO2)OC3CCCCO3

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1COC(OCCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)CCCC5

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(C=23)CCC4C3CCCC4

Level: 0

Mol. Weight: 1135.26 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1135.26 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
2065687.11
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
269962065.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
62.86
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
Non-Inhibitor

Excretion

Clearance
1.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-6278695.42
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-3.34
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
-489968116774.07
Rat (Acute)
3.51
Rat (Chronic Oral)
1050.41
Fathead Minnow
618480513.88
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
55107829341.13
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-30626.74
Log(P)
-3.4
Log S
-2.39
Log(Vapor Pressure)
-1814672826.28
Melting Point
126.3
pKa Acid
-13222658.29
pKa Basic
-106364.81

No predicted protein targets found for this compound.

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