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26-(O-beta-D-glucopyranosyl)-3beta,22,26-trihydroxyfurost-5-ene 3-O-beta-D-glucopyranosyl-(1→3)-beta-D-glucopyranosyl-(1→4)-[alpha-L-rhamnopyranosyl-(1→2)]-beta-D-glucopyranoside

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

Canonical Smiles	C1[C@@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC2C1[C@@H](C(CC[C@H](COC1[C@H]([C@H]([C@@H](C(O1)CO)O)O)O)C)(O2)O)C)C)OC1[C@H]([C@H]([C@@H](C(O1)CO)OC1[C@H]([C@H]([C@@H](C(O1)CO)O)OC1[C@H]([C@H]([C@@H](C(O1)CO)O)O)O)O)O)OC1[C@H]([C@H]([C@H](C(O1)C)O)O)O
InChI	InChI=1S/C57H94O28/c1-21(20-75-50-42(69)40(67)36(63)30(16-58)78-50)8-13-57(74)22(2)34-29(85-57)15-28-26-7-6-24-14-25(9-11-55(24,4)27(26)10-12-56(28,34)5)77-54-49(84-51-43(70)39(66)35(62)23(3)76-51)45(72)47(33(19-61)81-54)82-53-46(73)48(38(65)32(18-60)80-53)83-52-44(71)41(68)37(64)31(17-59)79-52/h6,21-23,25-54,58-74H,7-20H2,1-5H3/t21-,22+,23?,25+,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?/m1/s1
InChIKey	GJVYYBVWPSQRTC-YWTVXKPNSA-N
Formula	C₅₇H₉₄O₂₈
HBA	28
HBD	17
MW	1227.35
Rotatable Bonds	18
TPSA	445.44
LogP	-5.18
Number Rings	10
Number Aromatic Rings	0
Heavy Atom Count	85
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	1226.59
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Raphia farinifera	Arecaceae	Plantae	93338

Showing of synonyms

Tapondjou L, Siems K, et al. (2015). Steroidal saponins from the mesocarp of the fruits of Raphia farinifera (Arecaceae) and their cytotoxic activity. Natural Product Communications, 2015, 10(11), 1941-1944. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC(C7OC8CCCCO8)OCC(C7)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC(OC7)CCC7OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC(C7OC8CCCCO8)OCC(C7)OC9CCCCO9

Level: 4

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CC(CC5)OC(C6OC7CCCCO7)OCC(C6)OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 3

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CC(CC5)OC(OC6)CCC6OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CC(CC5)OC(C6OC7CCCCO7)OCC(C6)OC8CCCCO8

Level: 3

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CC(COC3)OC4CCCCO4

Level: 3

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 2

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 1227.35 g/mol

SMILES: O1CCCCC1OCCCCC(C2)OC3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6

Level: 1

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1227.35 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1227.35 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1227.35 g/mol

SMILES: C1COC2CC(C3C12)C4C(CC3)C5C(=CC4)CCCC5

Level: 0

Mol. Weight: 1227.35 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1227.35 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp): -6.78
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 25667515485.39
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 3354439741984.89

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.63
Plasma Protein Binding: 38.36
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: 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: 1.24
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -78016690218.88
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -31855.32
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: -6088146871008316.0
Rat (Acute): 4.48
Rat (Chronic Oral): 13058541.77
Fathead Minnow: 7684993334906.1
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: 684747687190330.1
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -380651478.13
Log(P): -44314.14
Log S: -1.53
Log(Vapor Pressure): -22548396796702.76
Melting Point: -6848348.75
pKa Acid: -164300622583.74
pKa Basic: -1321793933.93

No predicted protein targets found for this compound.

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