(25R)-3beta-hydroxy-5beta-spirostan-12-one 3-O-{beta-D-glucopyranosyl-(1→2)-[alpha-1-arabinopyranosyl-(1→6)]-beta- D-glucopyranoside} - Compound Card

(25R)-3beta-hydroxy-5beta-spirostan-12-one 3-O-{beta-D-glucopyranosyl-(1→2)-[alpha-1-arabinopyranosyl-(1→6)]-beta- D-glucopyranoside}

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(25R)-3beta-hydroxy-5beta-spirostan-12-one 3-O-{beta-D-glucopyranosyl-(1→2)-[alpha-1-arabinopyranosyl-(1→6)]-beta- D-glucopyranoside}

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Steroid
Canonical Smiles OC[C@H]1OC(O[C@H]2C(O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]3[C@@H]4CC(=O)[C@]4([C@H]3C[C@H]3[C@@H]4[C@H](C)[C@]4(O3)CCC(CO4)C)C)C)O[C@@H]([C@H]([C@@H]2O)O)COC2OC[C@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C44H70O18/c1-18-7-10-44(57-15-18)19(2)30-26(62-44)12-24-22-6-5-20-11-21(8-9-42(20,3)23(22)13-29(47)43(24,30)4)58-41-38(61-40-37(54)34(51)32(49)27(14-45)59-40)35(52)33(50)28(60-41)17-56-39-36(53)31(48)25(46)16-55-39/h18-28,30-41,45-46,48-54H,5-17H2,1-4H3/t18?,19-,20+,21-,22+,23-,24-,25+,26-,27+,28+,30-,31+,32+,33+,34-,35-,36-,37+,38+,39?,40?,41?,42-,43+,44+/m0/s1
InChIKey JNPONVQKBRADJJ-VVYNUTSYSA-N
Formula C44H70O18
HBA 18
HBD 9
MW 887.03
Rotatable Bonds 8
TPSA 272.98
LogP -0.92
Number Rings 9
Number Aromatic Rings 0
Heavy Atom Count 62
Formal Charge 0
Fraction CSP3 0.98
Exact Mass 886.46
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Asparagus africanus Liliaceae Plantae 983933

Showing of synonyms

  • Debella A, Haslinger E, et al. (1999). Steroidal saponins from Asparagus africanus.. Phytochemistry,1999,51(8),1069-1075. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)OC(CC4)CC(CC5)C4C(CC6=O)C5C(CC7O8)C6C7CC89CCCCO9

Level: 3

Mol. Weight: 887.03 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5=O)C4C(CC6O7)C5C6CC78CCCCO8

Level: 2

Mol. Weight: 887.03 g/mol

Structure

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=O)C6C(CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 887.03 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 887.03 g/mol

Structure

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=O)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 887.03 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 887.03 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 887.03 g/mol

Structure

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4=O)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 887.03 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 887.03 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.56
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1253.31
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
164616.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
81.13
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
-0.06
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-3823.47
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.15
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.35
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-298768747.89
Rat (Acute)
3.7
Rat (Chronic Oral)
4.52
Fathead Minnow
377137.83
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
33599619.82
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-4.49
Log(P)
0.43
Log S
-2.36
Log(Vapor Pressure)
-1106261.76
Melting Point
235.17
pKa Acid
-7983.31
pKa Basic
-32.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8421
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8421
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8170
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8170
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8079
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8079
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7963
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7963
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7886
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7886
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7666
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7666
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7604
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7604
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7595
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7595
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7522
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7522
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7362
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7362
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7106
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7106
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7094
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7094
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7005
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7005

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