Calendulagycoside C 6′-O-n-methyl ester - Compound Card

Calendulagycoside C 6′-O-n-methyl ester

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Calendulagycoside C 6′-O-n-methyl ester

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Saponin

Canonical Smiles	COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)CC[C@@]2([C@H]3CC(C)(C)CC2)C(=O)OC2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@H]1O[C@@H](CO)[C@H]([C@H]([C@@H]1O)O)O)O
InChI	InChI=1S/C49H78O19/c1-44(2)15-17-49(43(61)68-41-34(57)32(55)30(53)25(21-51)64-41)18-16-47(6)22(23(49)19-44)9-10-27-46(5)13-12-28(45(3,4)26(46)11-14-48(27,47)7)65-42-36(59)37(35(58)38(67-42)39(60)62-8)66-40-33(56)31(54)29(52)24(20-50)63-40/h9,23-38,40-42,50-59H,10-21H2,1-8H3/t23-,24-,25+,26-,27+,28-,29+,30+,31+,32-,33-,34+,35-,36+,37-,38-,40+,41?,42+,46-,47+,48+,49-/m0/s1
InChIKey	FBNHNCMZFHURCE-WBLUFIQSSA-N
Formula	C₄₉H₇₈O₁₉
HBA	19
HBD	10
MW	971.14
Rotatable Bonds	9
TPSA	301.05
LogP	0.32
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	68
Formal Charge	0
Fraction CSP3	0.92
Exact Mass	970.51
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Calendula officinalis	Asteraceae	Plantae	41496

Showing of synonyms

Ukiya M, Akihisa T, et al. (2006). Anti-inflammatory, anti-tumor-promoting, and cytotoxic activities of constituents of Marigold (Calendula officinalis) flowers. Journal of Natural Products,2006,69,1692-1696. [View] [PubMed]

Pubchem: 162897495

Nmrshiftdb2: 70067427

No compound-protein relationship available.

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 971.14 g/mol

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

Level: 2

Mol. Weight: 971.14 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 971.14 g/mol

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

Level: 1

Mol. Weight: 971.14 g/mol

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

Level: 1

Mol. Weight: 971.14 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 971.14 g/mol

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

Level: 0

Mol. Weight: 971.14 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 971.14 g/mol

Anti-inflammatory

Antitumor promoting

Absorption

Caco-2 (logPapp): -6.36
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 7207.590
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 942788.81

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.830
Plasma Protein Binding: 91.03
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.150
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 192448474.910
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -89.970
Log(P): 2.53
Log S: -2.87
Log(Vapor Pressure): -6337077.08
Melting Point: 279.28
pKa Acid: -46087.16
pKa Basic: -348.19

No predicted protein targets found for this compound.