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[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-7-oxo-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl 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

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Internal ID aad9062b-b5b1-4d23-a782-4a3918db1fa2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-7-oxo-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CCC(C=CC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)OC5C(C(C(C(O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C(C)C
SMILES (Isomeric) CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C(C)C
InChI InChI=1S/C43H64O11/c1-11-29(23(2)3)13-12-24(4)32-14-15-33-37-34(17-19-43(32,33)10)42(9)18-16-31(20-30(42)21-35(37)48)53-41-40(52-28(8)47)39(51-27(7)46)38(50-26(6)45)36(54-41)22-49-25(5)44/h12-13,21,23-24,29,31-34,36-41H,11,14-20,22H2,1-10H3/b13-12+/t24-,29-,31+,32-,33+,34+,36-,37+,38-,39+,40-,41-,42+,43-/m1/s1
InChI Key BNXCGNXMUCWRST-GOJKELCZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H64O11
Molecular Weight 757.00 g/mol
Exact Mass 756.44486285 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.09
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-7-oxo-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 - 0.8470 84.70%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8021 80.21%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.8345 83.45%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8180 81.80%
P-glycoprotein substrate + 0.5130 51.30%
CYP3A4 substrate + 0.7379 73.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9023 90.23%
CYP3A4 inhibition - 0.7863 78.63%
CYP2C9 inhibition - 0.8174 81.74%
CYP2C19 inhibition - 0.8399 83.99%
CYP2D6 inhibition - 0.9224 92.24%
CYP1A2 inhibition - 0.8401 84.01%
CYP2C8 inhibition + 0.6145 61.45%
CYP inhibitory promiscuity - 0.6673 66.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6201 62.01%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.5126 51.26%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7557 75.57%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6141 61.41%
skin sensitisation - 0.8568 85.68%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8025 80.25%
Acute Oral Toxicity (c) III 0.6428 64.28%
Estrogen receptor binding + 0.8091 80.91%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding - 0.5365 53.65%
Glucocorticoid receptor binding + 0.7701 77.01%
Aromatase binding + 0.6460 64.60%
PPAR gamma + 0.7625 76.25%
Honey bee toxicity - 0.7327 73.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9950 99.50%

Targets

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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 99.37% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.56% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 98.54% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.45% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.90% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.20% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.10% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.10% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.96% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.96% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.41% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.97% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.13% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.16% 95.89%
CHEMBL255 P29275 Adenosine A2b receptor 85.08% 98.59%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.45% 100.00%
CHEMBL5028 O14672 ADAM10 83.41% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.03% 82.69%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.65% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.76% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.74% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.66% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.35% 91.19%

Plants that contains it

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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.
Gynura japonica

Cross-Links

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PubChem 162887757
LOTUS LTS0183437
wikiData Q104939076