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(2R,3R,4S,5S,6R)-2-[[(3S,5S,6R,8S,9S,10R,13S,14R,17R)-6-hydroxy-10,13-dimethyl-17-[(1S)-1-[(3S)-3-methyl-1,2,3,4-tetrahydropyridin-6-yl]ethyl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-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

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Internal ID a28c4696-0732-4602-82ba-559975fd95b0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5S,6R,8S,9S,10R,13S,14R,17R)-6-hydroxy-10,13-dimethyl-17-[(1S)-1-[(3S)-3-methyl-1,2,3,4-tetrahydropyridin-6-yl]ethyl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CC=C(NC1)C(C)C2CCC3C2(CCC4C3CC(C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)O)C
SMILES (Isomeric) C[C@H]1CC=C(NC1)[C@@H](C)[C@H]2CC[C@H]3[C@@]2(CC[C@H]4[C@H]3C[C@H]([C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)C
InChI InChI=1S/C33H55NO7/c1-17-5-8-25(34-15-17)18(2)21-6-7-22-20-14-26(36)24-13-19(9-11-33(24,4)23(20)10-12-32(21,22)3)40-31-30(39)29(38)28(37)27(16-35)41-31/h8,17-24,26-31,34-39H,5-7,9-16H2,1-4H3/t17-,18-,19-,20-,21+,22+,23-,24+,26+,27+,28+,29-,30+,31+,32+,33+/m0/s1
InChI Key OJOXPVSZYOWFPL-BENWUWIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H55NO7
Molecular Weight 577.80 g/mol
Exact Mass 577.39785309 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5066 50.66%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4624 46.24%
OATP2B1 inhibitior - 0.5778 57.78%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.8331 83.31%
P-glycoprotein inhibitior + 0.5851 58.51%
P-glycoprotein substrate - 0.5132 51.32%
CYP3A4 substrate + 0.7094 70.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7998 79.98%
CYP3A4 inhibition - 0.9625 96.25%
CYP2C9 inhibition - 0.9141 91.41%
CYP2C19 inhibition - 0.8755 87.55%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.8974 89.74%
CYP2C8 inhibition + 0.5353 53.53%
CYP inhibitory promiscuity - 0.9064 90.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5862 58.62%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9452 94.52%
Skin irritation - 0.6726 67.26%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.7024 70.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8075 80.75%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.7063 70.63%
skin sensitisation - 0.8654 86.54%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8359 83.59%
Acute Oral Toxicity (c) III 0.5927 59.27%
Estrogen receptor binding + 0.6648 66.48%
Androgen receptor binding + 0.6515 65.15%
Thyroid receptor binding - 0.5841 58.41%
Glucocorticoid receptor binding + 0.5962 59.62%
Aromatase binding + 0.6145 61.45%
PPAR gamma + 0.5915 59.15%
Honey bee toxicity - 0.7076 70.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.6822 68.22%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.97% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.86% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.75% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.60% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 97.27% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.74% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.19% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 91.17% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.84% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.58% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 87.23% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.45% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.65% 94.75%
CHEMBL4208 P20618 Proteasome component C5 84.25% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.69% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.38% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.77% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.49% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.01% 86.33%

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.
Cardiocrinum cordatum

Cross-Links

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PubChem 163016482
LOTUS LTS0041232
wikiData Q105193194