Solanidine 3-O-[alpha-L-rhamnopyranosyl-(1''→4)-beta-D-glucopyranoside] - Compound Card

Solanidine 3-O-[alpha-L-rhamnopyranosyl-(1''→4)-beta-D-glucopyranoside]

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Solanidine 3-O-[alpha-L-rhamnopyranosyl-(1''→4)-beta-D-glucopyranoside]

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Steroidal Glycoalkaloid
Canonical Smiles OC[C@H]1O[C@@H](OC2CC[C@]3(C(=CC[C@@H]4C3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@@H]3N4C[C@H](CC3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O
InChI InChI=1S/C39H63NO10/c1-18-6-9-26-19(2)29-27(40(26)16-18)15-25-23-8-7-21-14-22(10-12-38(21,4)24(23)11-13-39(25,29)5)48-37-34(46)32(44)35(28(17-41)49-37)50-36-33(45)31(43)30(42)20(3)47-36/h7,18-20,22-37,41-46H,6,8-17H2,1-5H3/t18-,19+,20-,22?,23+,24?,25-,26+,27-,28+,29-,30-,31+,32+,33+,34+,35+,36-,37+,38-,39-/m0/s1
InChIKey IBVPROGUDFDQRN-PZFYPTLZSA-N
Formula C39H63NO10
HBA 11
HBD 6
MW 705.93
Rotatable Bonds 5
TPSA 161.54
LogP 2.33
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 50
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 705.45
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Solanum distichum Solanaceae Plantae 329760

Showing of synonyms

  • Abouzid S, Fawzy N, et al. (2008). Steroidal glycoalkaloids from the berries of Solanum distichum. Natural Product Research,2008,22(2),147-153. [View] [PubMed]
Pubchem: 160468

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C2)N1C3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC(OC7)CCC7OC8CCCCO8

Level: 2

Mol. Weight: 705.93 g/mol

Structure

SMILES: C1CCCC(C2)N1C3CC(C4C23)C5C(CC4)C6C(=CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 705.93 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 705.93 g/mol

Structure

SMILES: C1CCCC(C2)N1C3CC(C4C23)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 705.93 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 705.93 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.22
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-1.590
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
540.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.770
Plasma Protein Binding
92.89
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
0.250
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-11.050
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.150
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.070
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
-982143.080
Rat (Acute)
3.260
Rat (Chronic Oral)
3.420
Fathead Minnow
1245.540
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
108057.410
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.360
Log(P)
3.86
Log S
-3.32
Log(Vapor Pressure)
-3444.97
Melting Point
224.43
pKa Acid
0.03
pKa Basic
7.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8474
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8474
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7358
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7358
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7240
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7240
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7155
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7155

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