(22S,25S)-16beta,22,26-trihydroxycholest-4-en-3-one-16-O-beta-D-xylopyranoside - Compound Card

(22S,25S)-16beta,22,26-trihydroxycholest-4-en-3-one-16-O-beta-D-xylopyranoside

Select a section from the left sidebar

(22S,25S)-16beta,22,26-trihydroxycholest-4-en-3-one-16-O-beta-D-xylopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Steroidal Glycoside
Canonical Smiles OC[C@H](CC[C@H]([C@H](C1[C@@H](O[C@@H]2OCC(C(C2O)O)O)CC2[C@]1(C)CCC1C2CCC2=CC(=O)CC[C@]12C)C)O)C
InChI InChI=1S/C32H52O8/c1-17(15-33)5-8-24(35)18(2)27-26(40-30-29(38)28(37)25(36)16-39-30)14-23-21-7-6-19-13-20(34)9-11-31(19,3)22(21)10-12-32(23,27)4/h13,17-18,21-30,33,35-38H,5-12,14-16H2,1-4H3/t17-,18+,21?,22?,23?,24+,25?,26-,27?,28?,29?,30-,31-,32-/m0/s1
InChIKey YEUWWRXGXJOSDP-ZXWMYQSUSA-N
Formula C32H52O8
HBA 8
HBD 5
MW 564.76
Rotatable Bonds 8
TPSA 136.68
LogP 2.97
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 564.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Tribulus alatus Zygophyllaceae Plantae 2603137

Showing of synonyms

  • Temraz A, El Gindi OD, et al. (2006). Steroidal saponins from the aerial parts of Tribulus alatus Del.. Phytochemistry,2006,67(10),1011-1018. [View] [PubMed]
Pubchem: 163085545

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 564.76 g/mol

Structure

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

Level: 0

Mol. Weight: 564.76 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 564.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.32
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.16
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
80.2
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
4.87
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.78
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.11
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.83
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3946.3
Rat (Acute)
3.83
Rat (Chronic Oral)
3.18
Fathead Minnow
11.65
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
410.61
Hydration Free Energy
-2.85
Log(D) at pH=7.4
3.8
Log(P)
2.07
Log S
-3.96
Log(Vapor Pressure)
-9.69
Melting Point
201.73
pKa Acid
7.23
pKa Basic
5.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8671
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8671
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8046
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8046
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7641
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7641
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7582
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7582
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7443
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7443
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7103
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7103
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7051
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7051
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7006
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7006

Download SDF