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(25R)-5alpha-spirostan-3beta–yl-O-beta-D-glucopyranosyl-(1→2)-O-[O-alpha-L-rhamnopyranosyl-(1→4)-beta-D-glucopyranosyl-(1→3)]-O-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside

Family: Plantae - Agavaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Steroidal Saponin

Canonical Smiles	OCC1OC(O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC(=C)[C@]3([C@H]2[C@@H](O)[C@H]2[C@@H]3[C@H](C)[C@]3(O2)CC[C@H](CO3)C)C)C)C(C(C1OC1OC(CO)C(C(C1OC1OC(CO)C(C(C1O)O)O)OC1CC(CO)C(C(C1O)O)OC1OC(C)C(C(C1O)O)O)O)O)O
InChI	InChI=1S/C59H96O27/c1-21-9-12-59(76-20-21)23(3)34-50(86-59)40(68)35-28-8-7-26-15-27(10-11-57(26,5)29(28)13-22(2)58(34,35)6)78-54-47(75)44(72)49(33(19-63)82-54)84-56-52(85-55-46(74)42(70)38(66)31(17-61)80-55)51(39(67)32(18-62)81-56)79-30-14-25(16-60)48(43(71)37(30)65)83-53-45(73)41(69)36(64)24(4)77-53/h21,23-56,60-75H,2,7-20H2,1,3-6H3/t21-,23+,24?,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+,58-,59-/m1/s1
InChIKey	PEJJPTQIAOXHSG-JCIXXXNISA-N
Formula	C₅₉H₉₆O₂₇
HBA	27
HBD	16
MW	1237.39
Rotatable Bonds	14
TPSA	425.21
LogP	-4.26
Number Rings	11
Number Aromatic Rings	0
Heavy Atom Count	86
Formal Charge	0
Fraction CSP3	0.97
Exact Mass	1236.61
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Furcraea tuberosa	Agavaceae	Plantae	39538

Showing of synonyms

Tapondjoua LA, Jenett-Siems K, et al. (2017). Flavonol glycosides and cytotoxic steroidal saponins from Furcraea tuberosa (Agavaceae). Natural Product Communications, 2017, 12(3), 347-350. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=C)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8OCCC(C8OC9CCCCO9)OC1CCC(CC1)OC1CCCCO1

Level: 5

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=C)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8OCCC(C8OC9CCCCO9)OC1CCCCC1

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=C)C6C(CC5)CC(CC6)OC(OC7)CCC7OC(OCC8)CC8OC9CCC(CC9)OC1CCCCO1

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: C1OCCCC1OC2OCCC(C2OC3CCCCO3)OC4CCC(CC4)OC5CCCCO5

Level: 4

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=C)C6C(CC5)CC(CC6)OC(OC7)CCC7OC(OCCC8)C8OC9CCCCO9

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=C)C6C(CC5)CC(CC6)OC(OC7)CCC7OC(OCC8)CC8OC9CCCCC9

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCCC3)CCOC2OC4CCCOC4

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC(COCC2)C2OC3CCC(CC3)OC4CCCCO4

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: C1OCCCC1OC(OCC2)CC2OC3CCC(CC3)OC4CCCCO4

Level: 3

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=C)C6C(CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: C1COCCC1OC2CCC(CC2)OC3CCCCO3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: C1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: C1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1237.39 g/mol

SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4=C)C3C(CC5O6)C4C5CC67CCCCO7

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1CCCCC1OC2CCOCC2

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1CCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1237.39 g/mol

SMILES: C1CCCC(CC2)C1C(CC3=C)C2C(CC4O5)C3C4CC56CCCCO6

Level: 0

Mol. Weight: 1237.39 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1237.39 g/mol

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 1237.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.63
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 237985253786.1
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 31101877344363.43

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.63
Plasma Protein Binding: 12.22
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: 0.99
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -723359413652.8
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -295356.31
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: -56448402621883830
Rat (Acute): 11.07
Rat (Chronic Oral): 121076904.32
Fathead Minnow: 71254026399776.0
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: 6348881130200616.0
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -3529344215.24
Log(P): -410857.1
Log S: -1.74
Log(Vapor Pressure): -209065461720263.12
Melting Point: -63524607.42
pKa Acid: -1523371614406.57
pKa Basic: -12255477936.3

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7650
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7650
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7304
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7304
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7213
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7213

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