PlantaeDB Logo
Login Sign-up

(1S,2R,5S,7R,8R,10S,11S,14S,15S)-14-[(1R)-1-[(1R,2S,4R,6S)-1,6-dimethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-8,14-dihydroxy-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one

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 522b0c04-e186-4f92-82b9-f8f0fcb5c08d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1S,2R,5S,7R,8R,10S,11S,14S,15S)-14-[(1R)-1-[(1R,2S,4R,6S)-1,6-dimethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-8,14-dihydroxy-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one
SMILES (Canonical) CC(C1CC2(C(O2)(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)C)C4(CCC5C4(CCC6C5CC(C78C6(C(=O)CC7C8)C)O)C)O
SMILES (Isomeric) C[C@H]([C@H]1C[C@]2([C@@](O2)([C@@H](O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)C)[C@]4(CC[C@@H]5[C@@]4(CC[C@H]6[C@H]5C[C@H]([C@@]78[C@@]6(C(=O)C[C@@H]7C8)C)O)C)O
InChI InChI=1S/C34H52O11/c1-15(20-13-30(3)32(5,45-30)28(43-20)44-27-26(40)25(39)24(38)21(14-35)42-27)34(41)9-7-18-17-11-23(37)33-12-16(33)10-22(36)31(33,4)19(17)6-8-29(18,34)2/h15-21,23-28,35,37-41H,6-14H2,1-5H3/t15-,16-,17+,18+,19+,20-,21-,23-,24-,25+,26-,27+,28+,29+,30+,31+,32+,33+,34+/m1/s1
InChI Key LJRMCCIMYSLSCN-KWHXCHTJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C34H52O11
Molecular Weight 636.80 g/mol
Exact Mass 636.35096247 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.03
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,5S,7R,8R,10S,11S,14S,15S)-14-[(1R)-1-[(1R,2S,4R,6S)-1,6-dimethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-8,14-dihydroxy-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6256 62.56%
Caco-2 - 0.8528 85.28%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6523 65.23%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8422 84.22%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5734 57.34%
P-glycoprotein inhibitior + 0.6955 69.55%
P-glycoprotein substrate + 0.5066 50.66%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.8871 88.71%
CYP2C9 inhibition - 0.8109 81.09%
CYP2C19 inhibition - 0.8679 86.79%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.8574 85.74%
CYP2C8 inhibition + 0.5956 59.56%
CYP inhibitory promiscuity - 0.9712 97.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7261 72.61%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9266 92.66%
Skin irritation - 0.6248 62.48%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.7332 73.32%
Human Ether-a-go-go-Related Gene inhibition + 0.7652 76.52%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9137 91.37%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5702 57.02%
Acute Oral Toxicity (c) I 0.5252 52.52%
Estrogen receptor binding + 0.6225 62.25%
Androgen receptor binding + 0.7843 78.43%
Thyroid receptor binding - 0.5598 55.98%
Glucocorticoid receptor binding + 0.6394 63.94%
Aromatase binding + 0.6934 69.34%
PPAR gamma + 0.6564 65.64%
Honey bee toxicity - 0.6963 69.63%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8456 84.56%

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
CHEMBL220 P22303 Acetylcholinesterase 98.26% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.27% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.41% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.24% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.92% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.24% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.20% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.33% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.28% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.93% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.68% 99.23%
CHEMBL2581 P07339 Cathepsin D 85.43% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.12% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 84.38% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.11% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.58% 95.89%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.15% 97.53%
CHEMBL1914 P06276 Butyrylcholinesterase 81.11% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.90% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.53% 93.04%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.34% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.02% 99.17%

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.
Solanum capsicoides

Cross-Links

Top
PubChem 101130301
LOTUS LTS0268614
wikiData Q105152743