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Semipapposide I

Family: Plantae - Caprifoliaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Triterpenoid Saponin

Canonical Smiles	OCC1O[C@@H](O[C@@H]2C(O)[C@H](O[C@@H]3[C@@H](OC[C@@H](C3O)O)O[C@H]3CC[C@]4(C([C@]3(C)CO)CC[C@@]3(C4CC=C4[C@@]3(C)CC[C@@]3([C@@]4(C)CC(C)(C)CC3)C(=O)O[C@@H]3OC(CO[C@@H]4OC(CO)[C@H](C([C@@H]4O)O)O)[C@H]([C@@H](C3O)O)O)C)C)OC([C@@H]2O)C)[C@H](C([C@@H]1O)O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O[C@@H]1OC(CO)[C@H](C([C@@H]1O)O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O)O[C@@H]1OC(CO)[C@H](C([C@@H]1O)O)O)O
InChI	InChI=1S/C84H138O45/c1-29-42(91)49(98)55(104)69(114-29)127-66-61(110)75(120-36(24-88)63(66)124-71-56(105)51(100)46(95)34(22-86)118-71)123-62-31(3)116-70(58(107)53(62)102)126-65-48(97)35(23-87)119-74(60(65)109)125-64-43(92)30(2)115-73(59(64)108)128-67-44(93)32(90)25-112-76(67)122-41-14-15-79(6)38(80(41,7)28-89)13-16-81(8)39(79)11-12-40-82(81,9)18-20-84(19-17-78(4,5)27-83(40,84)10)77(111)129-72-57(106)52(101)47(96)37(121-72)26-113-68-54(103)50(99)45(94)33(21-85)117-68/h12,29-39,41-76,85-110H,11,13-28H2,1-10H3/t29?,30?,31?,32-,33?,34?,35?,36?,37?,38?,39?,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-,68+,69-,70-,71-,72-,73-,74-,75-,76-,79-,80-,81+,82+,83-,84+/m0/s1
InChIKey	FCKZSMGBTFTYFH-QTNLROJBSA-N
Formula	C₈₄H₁₃₈O₄₅
HBA	45
HBD	26
MW	1867.98
Rotatable Bonds	24
TPSA	709.19
LogP	-9.83
Number Rings	14
Number Aromatic Rings	0
Heavy Atom Count	129
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	1866.85
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Scabiosa semipapposa	Caprifoliaceae	Plantae	87007

Showing of synonyms

Bendamene S, Boutaghane N, et al. (2020). Semipapposides A-M, triterpenoid bidesmosides saponins from the roots of Scabiosa semipapposa. Phytochemistry, 2020, 180, 112526. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC(OCC9)CC9OC(OCC1)CC1OC(OC1)CCC1OC(C1)OCC(OC2CCCCO2)C1OC1CCCCO1

Level: 9

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC(OCC9)CC9OC(OCC1)CC1OC(OC1)CCC1OC(OCC1)CC1OC1CCCCO1

Level: 8

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC(OCC9)CC9OC(OCC1)CC1OC(OC1)CCC1OC(OC1)CCC1OC1CCCCO1

Level: 8

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCC8)CC8OC(OCC9)CC9OC(OC1)CCC1OC(C1)OCC(OC2CCCCO2)C1OC1CCCCO1

Level: 8

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC(OCC9)CC9OC(OCC1)CC1OC(OC1)CCC1OC1CCCCO1

Level: 7

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCC8)CC8OC(OCC9)CC9OC(OC1)CCC1OC(OCC1)CC1OC1CCCCO1

Level: 7

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCC8)CC8OC(OCC9)CC9OC(OC1)CCC1OC(OC1)CCC1OC1CCCCO1

Level: 7

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCC7)CC7OC(OCC8)CC8OC(OC9)CCC9OC(C1)OCC(OC2CCCCO2)C1OC1CCCCO1

Level: 7

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC(OCC9)CC9OC(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCC8)CC8OC(OCC9)CC9OC(OC1)CCC1OC1CCCCO1

Level: 6

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCC7)CC7OC(OCC8)CC8OC(OC9)CCC9OC(OCC1)CC1OC1CCCCO1

Level: 6

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCC7)CC7OC(OCC8)CC8OC(OC9)CCC9OC(OC1)CCC1OC1CCCCO1

Level: 6

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCC(OC4)OC5CC(OCC5)OC6CC(OCC6)OC7CCCOC7

Level: 6

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCC8)CC8OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCC7)CC7OC(OCC8)CC8OC(OC9)CCC9OC1CCCCO1

Level: 5

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCC(OC4)OC5CC(OCC5)OC6CCOCC6

Level: 5

Mol. Weight: 1867.98 g/mol

SMILES: C1OCCCC1OC(OCC2)CC2OC(OCC3)CC3OC(OC4)CCC4OC(OCC5)CC5OC6CCCCO6

Level: 5

Mol. Weight: 1867.98 g/mol

SMILES: C1OCCCC1OC(OCC2)CC2OC(OCC3)CC3OC(OC4)CCC4OC(OC5)CCC5OC6CCCCO6

Level: 5

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCCC8)C8OC9CCCCO9

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCC7)CC7OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCC(OC4)OC5CCOCC5

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: C1OCCCC1OC(OCC2)CC2OC(OCC3)CC3OC(OC4)CCC4OC5CCCCO5

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: C1COCCC1OC(OCC2)CC2OC(OC3)CCC3OC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: C1COCCC1OC(OCC2)CC2OC(OC3)CCC3OC(OC4)CCC4OC5CCCCO5

Level: 4

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCOCC4

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCCOC4

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: C1OCCCC1OC(OCC2)CC2OC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: C1COCCC1OC(OCC2)CC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: C1COCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(O6)CCCC6COC7CCCCO7

Level: 2

Mol. Weight: 1867.98 g/mol

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

Level: 2

Mol. Weight: 1867.98 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1867.98 g/mol

SMILES: C1COCCC1OC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1867.98 g/mol

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

Level: 1

Mol. Weight: 1867.98 g/mol

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

Level: 1

Mol. Weight: 1867.98 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1867.98 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1867.98 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1867.98 g/mol

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

Level: 0

Mol. Weight: 1867.98 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1867.98 g/mol

No bioactivities available.

Absorption

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

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: -
Fraction Unbound (Human): -
Plasma Protein Binding: -
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: -
CYP 1A2 Inhibitor: -
CYP 1A2 Substrate: -
CYP 2C19 Inhibitor: -
CYP 2C19 Substrate: -
CYP 2C9 Inhibitor: -
CYP 2C9 Substrate: -
CYP 2D6 Inhibitor: -
CYP 2D6 Substrate: -
CYP 3A4 Inhibitor: -
CYP 3A4 Substrate: -
OATP1B1: -
OATP1B3: -

Excretion

Clearance: -
Organic Cation Transporter 2: -
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: -
Avian: -
Bee: -
Bioconcentration Factor: -
Biodegradation: -
Carcinogenesis: -
Crustacean: -
Liver Injury I (DILI): -
Eye Corrosion: -
Eye Irritation: -
Maximum Tolerated Dose: -
Liver Injury II: -
hERG Blockers: -
Daphnia Maga: -
Micronucleos: -
NR-AhR: -
NR-AR: -
NR-AR-LBD: -
NR-Aromatase: -
NR-ER: -
NR-ER-LBD: -
NR-GR: -
NR-PPAR-gamma: -
NR-TR: -
T. Pyriformis: -
Rat (Acute): -
Rat (Chronic Oral): -
Fathead Minnow: -
Respiratory Disease: -
Skin Sensitisation: -
SR-ARE: -
SR-ATAD5: -
SR-HSE: -
SR-MMP: -
SR-p53: -

General Properties

Boiling Point: -
Hydration Free Energy: -
Log(D) at pH=7.4: -
Log(P): -
Log S: -
Log(Vapor Pressure): -
Melting Point: -
pKa Acid: -
pKa Basic: -

No predicted protein targets found for this compound.

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