Beta-eudesmol (2-xylopyranoside 2-acetate) - Compound Card

Beta-eudesmol (2-xylopyranoside 2-acetate)

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Beta-eudesmol (2-xylopyranoside 2-acetate)

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Glycoside
Canonical Smiles CC(=O)O[C@H]1[C@@H](OC[C@H]([C@@H]1O)O)OC([C@@H]1CC[C@@]2([C@@H](C1)C(=C)CCC2)C)(C)C
InChI InChI=1S/C22H36O6/c1-13-7-6-9-22(5)10-8-15(11-16(13)22)21(3,4)28-20-19(27-14(2)23)18(25)17(24)12-26-20/h15-20,24-25H,1,6-12H2,2-5H3/t15-,16+,17-,18+,19-,20+,22-/m1/s1
InChIKey NIHMDFVWEAVUQZ-TUYITFMESA-N
Formula C22H36O6
HBA 6
HBD 2
MW 396.52
Rotatable Bonds 4
TPSA 85.22
LogP 2.95
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 396.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona mucronata Asteraceae Plantae 2072397

Showing of synonyms

  • Ahmed AA (1990). Sesquiterpene xylosides from Iphiona mucronata. Journal of Natural Products,1990,53(4),1031-1033. [View]
Pubchem: 163003010
Nmrshiftdb2: 70060807

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)CCC(C2)COC3CCCCO3

Level: 1

Mol. Weight: 396.52 g/mol

Structure

SMILES: C=C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 396.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 396.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.58
Plasma Protein Binding
66.0
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
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.26
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.9
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.16
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
-8.16
Rat (Acute)
3.39
Rat (Chronic Oral)
2.24
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
394.86
Hydration Free Energy
-7.01
Log(D) at pH=7.4
3.02
Log(P)
3.76
Log S
-4.15
Log(Vapor Pressure)
-7.69
Melting Point
137.28
pKa Acid
8.36
pKa Basic
5.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9200
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9200
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8706
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8706
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8587
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8587
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8430
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8430
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8327
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8327
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7696
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7696
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7678
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7678
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7483
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7483
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7465
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7465
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7372
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7372
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7363
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7363
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7243
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7243
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7129
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7129
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7037
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7037
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7007
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7007

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