Alatoside - Compound Card

Alatoside

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Alatoside

Structure
Zoomed Structure
  • Family: Acanthaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Iridoid Glycoside
Canonical Smiles OCC1O[C@H](O[C@@H]2OC=CC3C2[C@@H](O)C[C@H]3O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C14H22O9/c15-4-8-10(18)11(19)12(20)14(22-8)23-13-9-5(1-2-21-13)6(16)3-7(9)17/h1-2,5-20H,3-4H2/t5?,6-,7+,8?,9?,10-,11?,12+,13+,14-/m1/s1
InChIKey QEFZHWXDJWRKGB-WFMSPIOQSA-N
Formula C14H22O9
HBA 9
HBD 6
MW 334.32
Rotatable Bonds 3
TPSA 149.07
LogP -2.97
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 334.13
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Thunbergia grandiflora Acanthaceae Plantae 504049

Showing of synonyms

  • Ismail LD, El-Azlzi MM, et al. (1996). Iridoid glycosides from Thunbergia grandiflora. Phytochemistry,1996,42(4),1223-1225. [View] [PubMed]
Pubchem: 162952346

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3

Level: 1

Mol. Weight: 224.3 g/mol

Structure

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 124.18 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.81
Plasma Protein Binding
44.82
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.54
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.37
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.44
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
-5.69
Rat (Acute)
2.02
Rat (Chronic Oral)
3.06
Fathead Minnow
2.03
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
431.52
Hydration Free Energy
-19.48
Log(D) at pH=7.4
-0.71
Log(P)
-1.88
Log S
-0.12
Log(Vapor Pressure)
-12.82
Melting Point
172.97
pKa Acid
7.1
pKa Basic
3.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8998
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8998
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8793
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8793
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8564
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8564
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7308
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7308

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