28-nor-4alpha-carbomethoxy-11beta-acetoxy-12alpha-(2-methylbutanoyloxy)-14,15-deoxyhavanensin-1,7-diacetate - Compound Card

28-nor-4alpha-carbomethoxy-11beta-acetoxy-12alpha-(2-methylbutanoyloxy)-14,15-deoxyhavanensin-1,7-diacetate

Select a section from the left sidebar

28-nor-4alpha-carbomethoxy-11beta-acetoxy-12alpha-(2-methylbutanoyloxy)-14,15-deoxyhavanensin-1,7-diacetate

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Limonoid
Canonical Smiles CCC(C(=O)O[C@H]1[C@H](OC(=O)C)C2[C@@](C3[C@]1(C)[C@@H](CC3)c1cocc1)(C)[C@H](OC(=O)C)CC1[C@]2(C)[C@@H](OC(=O)C)C[C@H]([C@@]1(C)OC(=O)C)O)C
InChI InChI=1S/C38H54O12/c1-11-19(2)34(44)49-33-31(48-22(5)41)32-36(8,26-13-12-25(35(26,33)7)24-14-15-45-18-24)29(46-20(3)39)16-27-37(32,9)30(47-21(4)40)17-28(43)38(27,10)50-23(6)42/h14-15,18-19,25-33,43H,11-13,16-17H2,1-10H3/t19?,25-,26?,27?,28+,29+,30-,31+,32?,33-,35-,36+,37+,38-/m0/s1
InChIKey GOMGVOGXLFHDLK-VBLGTWNCSA-N
Formula C38H54O12
HBA 12
HBD 1
MW 702.84
Rotatable Bonds 8
TPSA 164.87
LogP 5.28
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 50
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 702.36
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Turraea floribunda Meliaceae Plantae 992802

Showing of synonyms

  • Torto B, Bentley MD, et al. (1995). Limonoids from Turraea floribunda.. Phytochemistry,1995,40(1),239-243. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occc1C2CCC(C23)C4C(CC3)C5C(CC4)CCCC5

Level: 1

Mol. Weight: 702.84 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 702.84 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 702.84 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.11
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.92
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
137.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.55
Plasma Protein Binding
95.04
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
8.06
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.74
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.06
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
8.16
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
-253229.42
Rat (Acute)
4.78
Rat (Chronic Oral)
2.42
Fathead Minnow
332.83
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
23683.91
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.46
Log(P)
5.35
Log S
-5.85
Log(Vapor Pressure)
-783.49
Melting Point
172.63
pKa Acid
7.55
pKa Basic
2.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 4 0.8412
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 4 0.8412
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7763
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7763
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7535
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7535
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7396
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7396
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7392
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7392
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7190
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7190
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7125
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7125
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7043
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7043

Download SDF