PlantaeDB Logo
Login Sign-up

[(2R,6R)-6-[(10R,13R,17R)-7-[(2R,3R,4S,5R,6S)-3-acetamido-4,5,6-trihydroxyoxan-2-yl]oxy-10,13-dimethyl-3-methylidene-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] 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 1289f487-758a-4066-a068-fb33e9a9856a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name [(2R,6R)-6-[(10R,13R,17R)-7-[(2R,3R,4S,5R,6S)-3-acetamido-4,5,6-trihydroxyoxan-2-yl]oxy-10,13-dimethyl-3-methylidene-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate
SMILES (Canonical) CC(CCCC(C)C1CCC2C1(CCC3C2C(CC4=CC(=C)CCC34C)OC5C(C(C(C(O5)O)O)O)NC(=O)C)C)COC(=O)C
SMILES (Isomeric) C[C@H](CCC[C@@H](C)[C@H]1CCC2[C@@]1(CCC3C2C(CC4=CC(=C)CC[C@]34C)O[C@H]5[C@@H]([C@@H]([C@H]([C@H](O5)O)O)O)NC(=O)C)C)COC(=O)C
InChI InChI=1S/C37H59NO8/c1-20-13-15-36(6)25(17-20)18-29(45-35-31(38-23(4)39)32(41)33(42)34(43)46-35)30-27-12-11-26(37(27,7)16-14-28(30)36)22(3)10-8-9-21(2)19-44-24(5)40/h17,21-22,26-35,41-43H,1,8-16,18-19H2,2-7H3,(H,38,39)/t21-,22-,26-,27?,28?,29?,30?,31-,32+,33-,34+,35-,36+,37-/m1/s1
InChI Key KFQBOWJRBRNKNG-YLQMHCCTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H59NO8
Molecular Weight 645.90 g/mol
Exact Mass 645.42406784 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.02
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,6R)-6-[(10R,13R,17R)-7-[(2R,3R,4S,5R,6S)-3-acetamido-4,5,6-trihydroxyoxan-2-yl]oxy-10,13-dimethyl-3-methylidene-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6833 68.33%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5253 52.53%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.8084 80.84%
OATP1B3 inhibitior + 0.9164 91.64%
MATE1 inhibitior - 0.9300 93.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8822 88.22%
P-glycoprotein inhibitior + 0.7353 73.53%
P-glycoprotein substrate + 0.7509 75.09%
CYP3A4 substrate + 0.7610 76.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8494 84.94%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition - 0.8662 86.62%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.8427 84.27%
CYP2C8 inhibition + 0.6461 64.61%
CYP inhibitory promiscuity - 0.8116 81.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5654 56.54%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9291 92.91%
Skin irritation - 0.6891 68.91%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6710 67.10%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5852 58.52%
skin sensitisation - 0.8503 85.03%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7418 74.18%
Acute Oral Toxicity (c) III 0.6402 64.02%
Estrogen receptor binding + 0.6992 69.92%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding - 0.6259 62.59%
Glucocorticoid receptor binding + 0.7341 73.41%
Aromatase binding + 0.7335 73.35%
PPAR gamma + 0.6961 69.61%
Honey bee toxicity - 0.7197 71.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9787 97.87%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.00% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.55% 95.93%
CHEMBL2581 P07339 Cathepsin D 97.49% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.99% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.85% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.74% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.66% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.45% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.39% 97.25%
CHEMBL5028 O14672 ADAM10 87.57% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.57% 99.17%
CHEMBL255 P29275 Adenosine A2b receptor 87.29% 98.59%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.96% 93.04%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.30% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 83.92% 90.17%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.90% 98.05%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.10% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.51% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 82.41% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.85% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.70% 89.50%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.61% 85.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163193168
LOTUS LTS0088261
wikiData Q105140513