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Cupanioidesoside A

Family: Plantae - Sapindaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Sesquiterpene Glycoside

Canonical Smiles	OCC1O[C@@H](O[C@@H]2C(O)[C@H](OCC3O[C@@H](OC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)C([C@H]([C@@H]3O)O)O[C@@H]3OC(C)[C@@H](C([C@@H]3O)O)O)OC([C@@H]2O[C@@H]2OC(CO)[C@H]([C@@H](C2O[C@@H]2OC(C)[C@@H]([C@@H](C2O)O)O)OC2OC(C(C2O)O)CO)O)C)C([C@H]([C@@H]1O)O[C@@H]1OCC([C@@H](C1O)O)O)O[C@@H]1OC(C)[C@@H](C([C@@H]1O)O)O
InChI	InChI=1S/C67H112O40/c1-22(2)11-9-12-23(3)13-10-14-24(4)15-16-90-65-56(105-61-48(86)42(80)34(72)25(5)93-61)45(83)39(77)33(100-65)21-92-60-51(89)55(104-67-57(106-62-49(87)43(81)35(73)26(6)94-62)53(40(78)31(18-69)99-67)102-59-46(84)37(75)29(71)20-91-59)52(28(8)96-60)101-66-58(107-63-50(88)44(82)36(74)27(7)95-63)54(41(79)32(19-70)98-66)103-64-47(85)38(76)30(17-68)97-64/h11,13,15,25-89H,9-10,12,14,16-21H2,1-8H3/b23-13+,24-15+/t25?,26?,27?,28?,29?,30?,31?,32?,33?,34-,35-,36-,37-,38?,39+,40+,41+,42?,43?,44-,45-,46?,47?,48-,49-,50?,51?,52-,53-,54-,55+,56?,57?,58?,59-,60+,61-,62-,63-,64?,65+,66-,67-/m0/s1
InChIKey	MISGDWSJVMXMKA-AGPSLBOASA-N
Formula	C₆₇H₁₁₂O₄₀
HBA	40
HBD	22
MW	1557.59
Rotatable Bonds	29
TPSA	611.2
LogP	-9.8
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	107
Formal Charge	0
Fraction CSP3	0.91
Exact Mass	1556.67
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Lecaniodiscus cupanioides	Sapindaceae	Plantae	1195011

Showing of synonyms

Messi LM, Noté OP, et al. (2020). Farnesyl glycosides and one new triterpenoid saponin from the roots of Lecaniodiscus cupanioides Planch. ex Benth.. Carbohydrate research,2020, 495, 108092. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC4OCCC(OC5CCCO5)C4OC6CCCCO6)C3OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 8

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC(OCCC4)C4OC5CCCCO5)C3OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 7

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC(COC(C4)OCC5CCCCO5)C4OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 7

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC(OCC4)CC4OC5CCCO5)C3OC6OCCC(OC7CCCCO7)C6OC8CCCCO8

Level: 7

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(C3OC(OCCC4)C4OC5CCCCO5)OC6OCCC(OC7CCCO7)C6OC8CCCCO8

Level: 7

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(C3OC(OCC4)CC4OC5CCCCO5)OC6OCCC(OC7CCCO7)C6OC8CCCCO8

Level: 7

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC4CCCCO4)C3OC5OCCC(OC6CCCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC(OCCC4)C4OC5CCCCO5)C3OC(OCCC6)C6OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC(OCCC4)C4OC5CCCCO5)C3OC(OCC6)CC6OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC(OCCC3)C3OC4CCCCO4)C2OC5OCCC(OC6CCCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3C(COC(C3)OCC4CCCCO4)OC5OCCC(OC6CCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC(OCC4)CC4OC5CCCO5)C3OC(OCCC6)C6OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC(OCC4)CC4OC5CCCO5)C3OC(OCC6)CC6OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(C3OC4CCCCO4)OC5OCCC(OC6CCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC(OCC3)CC3OC4CCCO4)C2OC5OCCC(OC6CCCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(C2OC(OCCC3)C3OC4CCCCO4)OC5OCCC(OC6CCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC(COCC4)C4OC5OCCC(OC6CCCCO6)C5OC7CCCCO7

Level: 6

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OCC3)CC3OC4OCCC(OC5CCCCO5)C4OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC4CCCCO4)C3OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC4CCCCO4)C3OC(OCC5)CC5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(C3OC4CCCCO4)OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC3CCCCO3)C2OC4OCCC(OC5CCCCO5)C4OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC(OCCC3)C3OC4CCCCO4)C2OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC(OCCC3)C3OC4CCCCO4)C2OC(OCC5)CC5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC4C(COCC4)OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OC3)CCC3OC4OCCC(OC5CCCO5)C4OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(C3OC4CCCCO4)OC(OCC5)CC5OC6CCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC(OCC3)CC3OC4CCCO4)C2OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC(OCC3)CC3OC4CCCO4)C2OC(OCC5)CC5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(C2OC3CCCCO3)OC4OCCC(OC5CCCO5)C4OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC(COCC4)C4OC(OCCC5)C5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC(COCC4)C4OC(OCC5)CC5OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC(COCC3)C3OC4OCCC(OC5CCCCO5)C4OC6CCCCO6

Level: 5

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OCC3)CC3OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OCC3)CC3OC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OC3)CCC3OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(C3)OCC(OC4CCCCO4)C3OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OCC2)CC2OC3OCCC(OC4CCCCO4)C3OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC3CCCCO3)C2OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC3CCCCO3)C2OC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(C2OC3CCCCO3)OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3C(COCC3)OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3C(COCC3)OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC4C(COCC4)OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OC3)CCC3OC(OCC4)CC4OC5CCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3OCCC(OC4CCCO4)C3OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(C2OC3CCCCO3)OC(OCC4)CC4OC5CCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC(COCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC(COCC3)C3OC(OCCC4)C4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC(COCC3)C3OC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(CO2)CCC2COC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OCC2)CC2OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OCC2)CC2OC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(C2)OCC(OC3CCCCO3)C2OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)CCOC2OC4CCOCC4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(COCC2)C2OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC(COCC2)C2OC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC(OCC3)CC3OC4CCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC4CCCOC4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC(COCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1557.59 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1557.59 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1557.59 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1557.59 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1557.59 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 1557.59 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 1708664435183779800
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 223302392545778530000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.48
Plasma Protein Binding: 4.34
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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 3.9
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -5193509048300289000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -2120570532951.1
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: -405283074203535300000000
Rat (Acute): 326843931.41
Rat (Chronic Oral): 869296822885028.5
Fathead Minnow: 511583573976991660000
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: 45583117362057605000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -25339666039058410
Log(P): -2949835580000.82
Log S: -1.29
Log(Vapor Pressure): -1501028851742637800000
Melting Point: -456108809741492.8
pKa Acid: -10937365639414272000
pKa Basic: -87990747265161020

No predicted protein targets found for this compound.

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