PlantaeDB Logo
Login Sign-up

Naheedin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 6ff51bba-4af4-4c4d-8515-1f5e59a3c0e2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,7R,8R,9R,10S,11R,13S,17S)-17-[(2S,3R,5S)-5-butan-2-yl-2-hydroxyoxolan-3-yl]-11-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CCC(C)C1CC(C(O1)O)C2CC=C3C2(CC(C4C3(C(CC5C4(C=CC(=O)C5(C)C)C)OC(=O)C)C)O)C
SMILES (Isomeric) CCC(C)[C@@H]1C[C@@H]([C@H](O1)O)[C@@H]2CC=C3[C@]2(C[C@H]([C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(C=CC(=O)C5(C)C)C)OC(=O)C)C)O)C
InChI InChI=1S/C32H48O6/c1-9-17(2)22-14-19(28(36)38-22)20-10-11-23-31(20,7)16-21(34)27-30(6)13-12-25(35)29(4,5)24(30)15-26(32(23,27)8)37-18(3)33/h11-13,17,19-22,24,26-28,34,36H,9-10,14-16H2,1-8H3/t17?,19-,20+,21-,22+,24+,26-,27-,28+,30+,31+,32-/m1/s1
InChI Key WDFBTQUPHDHIQD-YUOXBHLDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C32H48O6
Molecular Weight 528.70 g/mol
Exact Mass 528.34508925 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.22
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
106807-35-6
20,22-Dihydroazadirachtol
[(5R,7R,8R,9R,10S,11R,13S,17S)-17-[(2S,3R,5S)-5-butan-2-yl-2-hydroxyoxolan-3-yl]-11-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
Azadirachtol, 20,22-dihydro-
Cholesta-1,14-dien-3-one, 7-(acetyloxy)-21,23-epoxy-11,21-dihydroxy-4,4,8-trimethyl-, (5alpha,7alpha,11alpha,13alpha,17alpha,21S,23R)-

2D Structure

Top
2D Structure of Naheedin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 - 0.7296 72.96%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8021 80.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7859 78.59%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7970 79.70%
P-glycoprotein inhibitior + 0.6960 69.60%
P-glycoprotein substrate + 0.6217 62.17%
CYP3A4 substrate + 0.7182 71.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition + 0.7379 73.79%
CYP2C9 inhibition - 0.7430 74.30%
CYP2C19 inhibition - 0.7749 77.49%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.8798 87.98%
CYP2C8 inhibition + 0.5563 55.63%
CYP inhibitory promiscuity - 0.5420 54.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5318 53.18%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9444 94.44%
Skin irritation - 0.5216 52.16%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4181 41.81%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5289 52.89%
skin sensitisation - 0.7864 78.64%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5655 56.55%
Acute Oral Toxicity (c) III 0.4719 47.19%
Estrogen receptor binding + 0.7347 73.47%
Androgen receptor binding + 0.6965 69.65%
Thyroid receptor binding + 0.5253 52.53%
Glucocorticoid receptor binding + 0.6580 65.80%
Aromatase binding + 0.6794 67.94%
PPAR gamma + 0.6591 65.91%
Honey bee toxicity - 0.6677 66.77%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.55% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.17% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.10% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.01% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.74% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.71% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.60% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.11% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.13% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 84.92% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.45% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.35% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 83.49% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.94% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.27% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.23% 96.95%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Azadirachta indica

Cross-Links

Top
PubChem 129754
LOTUS LTS0030551
wikiData Q105302313