PlantaeDB Logo
Login Sign-up

(3R,5R,7R,8R,9S,10S,13S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

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 730db47c-0fdc-4b7f-a07c-9a96b8ed985d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (3R,5R,7R,8R,9S,10S,13S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
SMILES (Canonical) CC1(C(CCC2(C1CC(C3(C2CCC4(C3=CCC4C5CC(OC5OC)C(C(C)(C)O)O)C)C)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@H](C([C@@H]1C[C@H]([C@@]3([C@H]2CC[C@@]4(C3=CC[C@H]4[C@@H]5C[C@@H](O[C@H]5OC)[C@@H](C(C)(C)O)O)C)C)O)(C)C)O
InChI InChI=1S/C31H52O6/c1-27(2)22-16-24(33)31(7)20-10-9-18(17-15-19(37-26(17)36-8)25(34)28(3,4)35)29(20,5)13-11-21(31)30(22,6)14-12-23(27)32/h10,17-19,21-26,32-35H,9,11-16H2,1-8H3/t17-,18-,19+,21-,22-,23+,24+,25-,26+,29-,30+,31-/m0/s1
InChI Key SBQFQOLBZXKZRP-IHLFKDTNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H52O6
Molecular Weight 520.70 g/mol
Exact Mass 520.37638937 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,5R,7R,8R,9S,10S,13S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9834 98.34%
Caco-2 - 0.7146 71.46%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7342 73.42%
OATP2B1 inhibitior - 0.5776 57.76%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior - 0.6359 63.59%
P-glycoprotein inhibitior - 0.4416 44.16%
P-glycoprotein substrate - 0.6241 62.41%
CYP3A4 substrate + 0.7293 72.93%
CYP2C9 substrate - 0.7847 78.47%
CYP2D6 substrate - 0.8102 81.02%
CYP3A4 inhibition - 0.6572 65.72%
CYP2C9 inhibition - 0.6978 69.78%
CYP2C19 inhibition - 0.7033 70.33%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition - 0.7102 71.02%
CYP2C8 inhibition + 0.6320 63.20%
CYP inhibitory promiscuity - 0.8525 85.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4926 49.26%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9442 94.42%
Skin irritation - 0.5691 56.91%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6639 66.39%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5673 56.73%
skin sensitisation - 0.8391 83.91%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8720 87.20%
Acute Oral Toxicity (c) I 0.5589 55.89%
Estrogen receptor binding + 0.6534 65.34%
Androgen receptor binding + 0.6922 69.22%
Thyroid receptor binding + 0.5931 59.31%
Glucocorticoid receptor binding + 0.7236 72.36%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.5736 57.36%
Honey bee toxicity - 0.6460 64.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9852 98.52%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.95% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.56% 89.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.93% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.74% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.77% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.04% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.88% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.57% 95.56%
CHEMBL1871 P10275 Androgen Receptor 87.54% 96.43%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.07% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.50% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.10% 91.03%
CHEMBL2581 P07339 Cathepsin D 83.93% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.62% 95.89%
CHEMBL5028 O14672 ADAM10 83.41% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.63% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.34% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.09% 94.73%
CHEMBL4581 P52732 Kinesin-like protein 1 82.04% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.76% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.35% 93.04%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.31% 94.97%
CHEMBL226 P30542 Adenosine A1 receptor 80.10% 95.93%

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.
Melia azedarach

Cross-Links

Top
PubChem 162945587
LOTUS LTS0173889
wikiData Q105249607