ANPDB

Select a section from the left sidebar

Semipapposide J

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

Canonical Smiles	OCC1O[C@@H](O[C@H]2C(C)O[C@H](C([C@H]2O)O)OC2[C@H](O)CO[C@H]([C@H]2O)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[C@@H]1OC(CO)[C@H](C([C@@H]1O)O)O)O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O)O
InChI	InChI=1S/C83H136O44/c1-29-42(90)48(96)54(102)69(113-29)125-65-60(108)74(118-36(23-86)63(65)123-71-55(103)50(98)46(94)35(22-85)117-71)121-61-31(3)115-70(57(105)52(61)100)122-62-33(89)25-110-68(58(62)106)124-64-43(91)30(2)114-73(59(64)107)126-66-44(92)32(88)24-111-75(66)120-41-14-15-78(6)38(79(41,7)28-87)13-16-80(8)39(78)11-12-40-81(80,9)18-20-83(19-17-77(4,5)27-82(40,83)10)76(109)127-72-56(104)51(99)47(95)37(119-72)26-112-67-53(101)49(97)45(93)34(21-84)116-67/h12,29-39,41-75,84-108H,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-,78-,79-,80+,81+,82-,83+/m0/s1
InChIKey	NCBBKQMJUKVQSL-GHRNTFQLSA-N
Formula	C₈₃H₁₃₆O₄₄
HBA	44
HBD	25
MW	1837.96
Rotatable Bonds	23
TPSA	688.96
LogP	-9.19
Number Rings	14
Number Aromatic Rings	0
Heavy Atom Count	127
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	1836.84
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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 g/mol

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

Level: 6

Mol. Weight: 1837.96 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: 1837.96 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: 1837.96 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: 1837.96 g/mol

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

Level: 5

Mol. Weight: 1837.96 g/mol

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

Level: 5

Mol. Weight: 1837.96 g/mol

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

Level: 5

Mol. Weight: 1837.96 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: 1837.96 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: 1837.96 g/mol

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

Level: 4

Mol. Weight: 1837.96 g/mol

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

Level: 4

Mol. Weight: 1837.96 g/mol

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

Level: 4

Mol. Weight: 1837.96 g/mol

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

Level: 4

Mol. Weight: 1837.96 g/mol

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

Level: 4

Mol. Weight: 1837.96 g/mol

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

Level: 3

Mol. Weight: 1837.96 g/mol

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

Level: 3

Mol. Weight: 1837.96 g/mol

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

Level: 3

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCC(OC3)OC4CCOCC4

Level: 3

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCCOC4

Level: 3

Mol. Weight: 1837.96 g/mol

SMILES: C1OCCCC1OC(OCC2)CC2OC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1837.96 g/mol

SMILES: C1COCCC1OC(OCC2)CC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1837.96 g/mol

SMILES: C1COCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1837.96 g/mol

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

Level: 2

Mol. Weight: 1837.96 g/mol

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

Level: 2

Mol. Weight: 1837.96 g/mol

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

Level: 2

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCOCC3

Level: 2

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1837.96 g/mol

SMILES: C1COCCC1OC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 1837.96 g/mol

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

Level: 1

Mol. Weight: 1837.96 g/mol

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

Level: 1

Mol. Weight: 1837.96 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1837.96 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1837.96 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1837.96 g/mol

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

Level: 0

Mol. Weight: 1837.96 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1837.96 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: 21122328257468824000000000000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 2760441412520118000000000000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.38
Plasma Protein Binding: 88.14
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: 1.49
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -64201639964026485000000000000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -26214283705927106000000000
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -5010068557714752000000000000000000000
Rat (Acute): 4040412610678012000000
Rat (Chronic Oral): 10746159743377185000000000000
Fathead Minnow: 6324144698882419000000000000000000
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 563493844813552700000000000000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -313246354386210230000000000000
Log(P): -36465570965493235000000000
Log S: -1.78
Log(Vapor Pressure): -18555566662734356000000000000000000
Melting Point: -5638371967360467000000000000
pKa Acid: -135206573309616940000000000000000
pKa Basic: -1087732693600460600000000000000

No predicted protein targets found for this compound.

Download SDF