9beta-benzoyloxy-1alpha, 2alpha, 6beta, 15-tetracetoxydihydro-beta-agarofuran - Compound Card

9beta-benzoyloxy-1alpha, 2alpha, 6beta, 15-tetracetoxydihydro-beta-agarofuran

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9beta-benzoyloxy-1alpha, 2alpha, 6beta, 15-tetracetoxydihydro-beta-agarofuran

Structure
Zoomed Structure
  • Family: Plantae - Celastraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)OC[C@@]12[C@@H](OCc3ccccc3)C[C@@H]3[C@H]([C@]2(OC3(C)C)[C@@H](C[C@@H]([C@@H]1OC(=O)C)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C30H40O10/c1-17-13-24(37-19(3)32)27(39-21(5)34)29(16-36-18(2)31)25(35-15-22-11-9-8-10-12-22)14-23-26(38-20(4)33)30(17,29)40-28(23,6)7/h8-12,17,23-27H,13-16H2,1-7H3/t17-,23-,24+,25+,26-,27+,29-,30-/m1/s1
InChIKey LIJBEZQMSPNEQK-XLAVWAGASA-N
Formula C30H40O10
HBA 10
HBD 0
MW 560.64
Rotatable Bonds 8
TPSA 123.66
LogP 3.52
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 560.26
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Salacia staudtiana Celastraceae Plantae 662028

Showing of synonyms

  • Kamtcha DW, Tene M, et al. (2018). Cardenolides and dihydro-β-agarofuran sesquiterpenes from the seeds of Salacia staudtiana.. Fitoterapia,2018, 131, 174-181. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COC(CC(C2)CO3)C(C234)CCCC4

Level: 1

Mol. Weight: 560.64 g/mol

Structure

SMILES: C1CCCC(C123)CCC(C2)CO3

Level: 0

Mol. Weight: 560.64 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 560.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.93
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.59
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
84.71
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
9.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.84
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.91
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.5
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
-2026.39
Rat (Acute)
4.12
Rat (Chronic Oral)
2.36
Fathead Minnow
9.23
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
413.25
Hydration Free Energy
-2.91
Log(D) at pH=7.4
2.26
Log(P)
3.65
Log S
-5.3
Log(Vapor Pressure)
-8.34
Melting Point
120.68
pKa Acid
8.68
pKa Basic
0.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7207
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7181
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7121
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7078
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7069
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7058

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