PlantaeDB Logo
Login Sign-up

[11-Acetyloxy-17-[5-(1,2-dihydroxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

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 c2d8c29f-faa8-4428-90df-19f5bcaf88a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [11-acetyloxy-17-[5-(1,2-dihydroxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3OC(=O)C)C)C5CC(OC5OC)C(C(C)(C)O)O)C)C)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3OC(=O)C)C)C5CC(OC5OC)C(C(C)(C)O)O)C)C)(C)C
InChI InChI=1S/C35H52O9/c1-18(36)42-23-17-34(8)21(20-15-22(44-30(20)41-10)29(39)32(5,6)40)11-12-24(34)35(9)27(43-19(2)37)16-25-31(3,4)26(38)13-14-33(25,7)28(23)35/h12-14,20-23,25,27-30,39-40H,11,15-17H2,1-10H3
InChI Key VLHOBEFYZZUNTQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [11-Acetyloxy-17-[5-(1,2-dihydroxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9865 98.65%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7849 78.49%
OATP2B1 inhibitior - 0.8636 86.36%
OATP1B1 inhibitior + 0.8282 82.82%
OATP1B3 inhibitior + 0.8420 84.20%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9458 94.58%
P-glycoprotein inhibitior + 0.7825 78.25%
P-glycoprotein substrate + 0.6105 61.05%
CYP3A4 substrate + 0.7402 74.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition - 0.5819 58.19%
CYP2C9 inhibition - 0.6982 69.82%
CYP2C19 inhibition - 0.7500 75.00%
CYP2D6 inhibition - 0.9446 94.46%
CYP1A2 inhibition - 0.7617 76.17%
CYP2C8 inhibition + 0.6536 65.36%
CYP inhibitory promiscuity - 0.8645 86.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4660 46.60%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9174 91.74%
Skin irritation - 0.6232 62.32%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3917 39.17%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5427 54.27%
skin sensitisation - 0.8272 82.72%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5882 58.82%
Acute Oral Toxicity (c) I 0.5470 54.70%
Estrogen receptor binding + 0.7284 72.84%
Androgen receptor binding + 0.7003 70.03%
Thyroid receptor binding + 0.5607 56.07%
Glucocorticoid receptor binding + 0.6946 69.46%
Aromatase binding + 0.6490 64.90%
PPAR gamma + 0.7070 70.70%
Honey bee toxicity - 0.6421 64.21%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9967 99.67%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.70% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.59% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.83% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.78% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.43% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.35% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.93% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.56% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.40% 94.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.23% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 87.09% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.78% 93.04%
CHEMBL2581 P07339 Cathepsin D 86.78% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.64% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.34% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 86.06% 95.38%
CHEMBL3401 O75469 Pregnane X receptor 85.61% 94.73%
CHEMBL5028 O14672 ADAM10 85.09% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.05% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.63% 89.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.93% 97.28%
CHEMBL4581 P52732 Kinesin-like protein 1 81.12% 93.18%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.72% 94.97%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.67% 95.89%

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.
Xylocarpus granatum

Cross-Links

Top
PubChem 74433590
LOTUS LTS0162775
wikiData Q105288406