PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 eab09ef4-5212-46a0-8f3c-ae11762fe908
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC(NC1)C(C)C2CCC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C
SMILES (Isomeric) C[C@H]1CC[C@@H](NC1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C
InChI InChI=1S/C33H55NO6/c1-18-5-10-26(34-16-18)19(2)23-8-9-24-22-7-6-20-15-21(11-13-32(20,3)25(22)12-14-33(23,24)4)39-31-30(38)29(37)28(36)27(17-35)40-31/h6,18-19,21-31,34-38H,5,7-17H2,1-4H3/t18-,19-,21-,22-,23+,24-,25-,26+,27+,28+,29-,30+,31+,32-,33+/m0/s1
InChI Key SEQLYLLGDOFFKK-KZZLITDPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H55NO6
Molecular Weight 561.80 g/mol
Exact Mass 561.40293847 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7017 70.17%
Caco-2 - 0.8481 84.81%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4877 48.77%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.8891 88.91%
OATP1B3 inhibitior + 0.9131 91.31%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.7718 77.18%
P-glycoprotein inhibitior + 0.5888 58.88%
P-glycoprotein substrate + 0.5549 55.49%
CYP3A4 substrate + 0.7303 73.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7713 77.13%
CYP3A4 inhibition - 0.9731 97.31%
CYP2C9 inhibition - 0.9259 92.59%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.9171 91.71%
CYP2C8 inhibition + 0.5919 59.19%
CYP inhibitory promiscuity - 0.9329 93.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5129 51.29%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9428 94.28%
Skin irritation - 0.6469 64.69%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.8014 80.14%
Human Ether-a-go-go-Related Gene inhibition + 0.7453 74.53%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.8136 81.36%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8724 87.24%
Acute Oral Toxicity (c) III 0.6951 69.51%
Estrogen receptor binding + 0.6669 66.69%
Androgen receptor binding + 0.7144 71.44%
Thyroid receptor binding - 0.5785 57.85%
Glucocorticoid receptor binding + 0.5656 56.56%
Aromatase binding + 0.5931 59.31%
PPAR gamma + 0.5230 52.30%
Honey bee toxicity - 0.7293 72.93%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.6826 68.26%

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 99.18% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.27% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 96.02% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.58% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.58% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 92.86% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.08% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.61% 94.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.38% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.79% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.28% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 86.60% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.92% 94.00%
CHEMBL4581 P52732 Kinesin-like protein 1 83.34% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 82.95% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.65% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.19% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.14% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.08% 100.00%

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.
Veratrum taliense

Cross-Links

Top
PubChem 101255531
LOTUS LTS0172502
wikiData Q105251423