5,6-dehydro-alpha-eudesmol-(alpha-xylopyranoside-triacetate) - Compound Card

5,6-dehydro-alpha-eudesmol-(alpha-xylopyranoside-triacetate)

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5,6-dehydro-alpha-eudesmol-(alpha-xylopyranoside-triacetate)

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]1OC(=O)C)OC(=O)C)OC([C@@H]1CC[C@@]2(C(=C1)[C@@H](C)CCC2)C)(C)C
InChI InChI=1S/C26H40O8/c1-15-9-8-11-26(7)12-10-19(13-20(15)26)25(5,6)34-24-23(33-18(4)29)22(32-17(3)28)21(14-30-24)31-16(2)27/h13,15,19,21-24H,8-12,14H2,1-7H3/t15-,19+,21+,22-,23+,24-,26+/m0/s1
InChIKey RWCFHQDIIQBNEE-SKLDMELOSA-N
Formula C26H40O8
HBA 8
HBD 0
MW 480.6
Rotatable Bonds 6
TPSA 97.36
LogP 4.1
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 480.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona scabra Asteraceae Plantae 211591
2 Iphiona scabra Asteraceae Plantae 211591

Showing of synonyms

  • Aedel-Mogib M, Jakupovic J, et al. (1989). 10-epi-cubebolxyloside from Iphiona scabra. Phytochemistry,1989,28(8),2202-2203. [View]
  • El-Ghazouly MG, El-Seeakhy NA, et al. (1987). Sesquiterpene xylosides from Iphiona scabra. Phytochemistry,1987,26,439-443. [View]
Pubchem: 162816910
Nmrshiftdb2: 70003175

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC(C2)CCC(C=23)CCCC3

Level: 1

Mol. Weight: 480.6 g/mol

Structure

SMILES: C1CCCC(C1=2)CCCC2

Level: 0

Mol. Weight: 480.6 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 480.6 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
71.31
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
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.82
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.78
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.35
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
-93.14
Rat (Acute)
2.8
Rat (Chronic Oral)
2.07
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
397.08
Hydration Free Energy
-2.56
Log(D) at pH=7.4
2.62
Log(P)
5.01
Log S
-5.53
Log(Vapor Pressure)
-7.13
Melting Point
102.51
pKa Acid
8.5
pKa Basic
3.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7724
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7724
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7595
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7595
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7517
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7517
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7267
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7267
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7248
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7248
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7084
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7084
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7078
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7078
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7019
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7019

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