Neoruscogenin1-O-beta-D-glucopyranosyl-(1→3)-[alpha-L-rhamnopyranosyl-(1→2)]-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside - Compound Card

Neoruscogenin1-O-beta-D-glucopyranosyl-(1→3)-[alpha-L-rhamnopyranosyl-(1→2)]-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside

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Neoruscogenin1-O-beta-D-glucopyranosyl-(1→3)-[alpha-L-rhamnopyranosyl-(1→2)]-beta-D-glucopyranosyl-(1→4)-beta-D-galactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Agavaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Spirostanol Saponin
Canonical Smiles OCC1O[C@@H](O[C@]2(O)C(CO)O[C@H]([C@H](C2O)O)OCC23CCC(CC2=CCC2C3CCC3(C2CC2C3C(C)C3(O2)CCC(=C)CO3)C)O)[C@H](C([C@H]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O[C@@H]1OC(CO)[C@@H](C([C@@H]1O)O)O)O
InChI InChI=1S/C51H80O24/c1-20-7-12-50(67-18-20)21(2)32-28(74-50)14-27-25-6-5-23-13-24(55)8-11-49(23,26(25)9-10-48(27,32)4)19-66-44-40(63)43(64)51(65,31(17-54)71-44)75-47-39(62)42(73-46-38(61)36(59)34(57)29(15-52)69-46)41(30(16-53)70-47)72-45-37(60)35(58)33(56)22(3)68-45/h5,21-22,24-47,52-65H,1,6-19H2,2-4H3/t21?,22-,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-/m1/s1
InChIKey IMGNAZDPUFFGSQ-HJWJOHAASA-N
Formula C51H80O24
HBA 24
HBD 14
MW 1077.18
Rotatable Bonds 12
TPSA 375.52
LogP -3.75
Number Rings 10
Number Aromatic Rings 0
Heavy Atom Count 75
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 1076.5
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Agave decipiens Agavaceae Plantae 2695036

Showing of synonyms

  • Abdel-Gawad MM, El-Sayed MM and Abdel-Hameed ES. (1999). Molluscicidal steroidal saponins and lipid content of Agave decipiens. Fitoterapia,1999,70,371-381. [View]
Pubchem: 162817614
Nmrshiftdb2: 60019330

No compound-protein relationship available.

Structure

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6(C(=CC5)CCCC6)COC(OC7)CCC7OC(C8)OCC(OC9CCCCO9)C8OC1CCCCO1

Level: 4

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6(C(=CC5)CCCC6)COC(OC7)CCC7OC(OCC8)CC8OC9CCCCO9

Level: 3

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6(C(=CC5)CCCC6)COC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 3

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CCCCC1OC2C(OC3CCCCO3)COC(C2)OC4CCCOC4

Level: 3

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6(C(=CC5)CCCC6)COC(OC7)CCC7OC8CCCCO8

Level: 2

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6(C(=CC5)CCCC6)COC7CCCCO7

Level: 1

Mol. Weight: 1077.18 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1077.18 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1077.18 g/mol

Structure

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 1077.18 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1077.18 g/mol

Molluscicidal

Absorption

Caco-2 (logPapp)
-6.71
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
591542.2
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
77308529.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
19.17
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
0.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-1798011.75
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.34
Liver Injury II
Safe
hERG Blockers
Safe
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
-140311230448.75
Rat (Acute)
3.96
Rat (Chronic Oral)
300.12
Fathead Minnow
177113024.62
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
15781119836.66
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-8767.35
Log(P)
-1.2
Log S
-1.64
Log(Vapor Pressure)
-519664094.96
Melting Point
152.37
pKa Acid
-3786481.1
pKa Basic
-30455.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8487
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8487
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7673
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7673
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7398
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7398
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7359
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7359
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7216
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7216
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7106
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7106
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7105
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7105

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