Pentandroside D - Compound Card

Pentandroside D

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Pentandroside D

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Steroidal Glycoside
Canonical Smiles OC[C@H]1O[C@@H](O[C@H]2C[C@@H]3[C@]([C@H]2[C@@H](CCCC(C)C)C)(C)[C@@H](O)C[C@H]2[C@H]3CCC3=CC(=O)CC[C@]23C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C39H64O13/c1-18(2)7-6-8-19(3)29-25(14-24-22-10-9-20-13-21(42)11-12-38(20,4)23(22)15-28(43)39(24,29)5)49-37-34(48)35(31(45)27(17-41)51-37)52-36-33(47)32(46)30(44)26(16-40)50-36/h13,18-19,22-37,40-41,43-48H,6-12,14-17H2,1-5H3/t19-,22-,23+,24+,25+,26-,27-,28+,29+,30-,31-,32+,33-,34-,35+,36+,37-,38+,39-/m1/s1
InChIKey RQMAFIGPECAUTA-SRLTZWDQSA-N
Formula C39H64O13
HBA 13
HBD 8
MW 740.93
Rotatable Bonds 11
TPSA 215.83
LogP 1.19
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 52
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 740.43
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tribulus species Tribulaceae Plantae 43873
2 Tribulus pentandrus Zygophyllaceae Plantae 1965241

Showing of synonyms

  • Hamed AI, Janda B, et al. (2012). Profiles of steroidal saponins from the aerial parts of Tribulus pentandrus, T. megistopterus subsp. pterocarpus and T. parvispinus by LC-ESI-MS/MS. Phytochemical Analysis,2012,23(6),613-621. [View] [PubMed]
  • Hamed AI, Oleszek W, et al. (2004). Steroidal saponins from the aerial parts of Tribulus pentandrus Forssk. Phytochemistry,2004,65(21),2935-45. [View] [PubMed]
Pubchem: 21579179
Nmrshiftdb2: 70036544

No compound-protein relationship available.

Structure

SMILES: C1C(=O)CCC2C=1CCC3C2CCC(C34)CC(C4)OC(OCC5)CC5OC6CCCCO6

Level: 2

Mol. Weight: 740.93 g/mol

Structure

SMILES: O1CCCCC1OC(C2)CC(C23)CCC4C3CCC=5C4CCC(=O)C5

Level: 1

Mol. Weight: 740.93 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 740.93 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCC(=O)C4

Level: 0

Mol. Weight: 740.93 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 740.93 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.33
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-1.130
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
631.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.930
Plasma Protein Binding
93.54
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
1.040
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-13.330
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.260
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.460
Micronucleos
Safe
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
-1145264.340
Rat (Acute)
3.460
Rat (Chronic Oral)
3.930
Fathead Minnow
1452.760
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
125524.530
Hydration Free Energy
-2.920
Log(D) at pH=7.4
3.460
Log(P)
2.71
Log S
-2.72
Log(Vapor Pressure)
-4028.22
Melting Point
192.79
pKa Acid
-2.79
pKa Basic
7.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8627
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8627
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8418
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8418
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8399
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8399
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7647
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7647
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7539
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7539

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