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(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13S,14S,17R)-17-[(2S,3S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-hydroxy-10,13-dimethyl-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

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Internal ID fba0ce4d-9b4c-4447-9212-adbadfb0c935
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)-17-[(2S,3S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-hydroxy-10,13-dimethyl-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) CC(CCC(C(C)C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)O)CO
SMILES (Isomeric) C[C@@H]([C@H]1C(C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O)[C@H](CCC(C)CO)O
InChI InChI=1S/C33H56O9/c1-17(15-34)5-8-24(36)18(2)27-25(37)14-23-21-7-6-19-13-20(9-11-32(19,3)22(21)10-12-33(23,27)4)41-31-30(40)29(39)28(38)26(16-35)42-31/h6,17-18,20-31,34-40H,5,7-16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24+,25?,26-,27+,28-,29+,30-,31-,32+,33+/m1/s1
InChI Key CIJMRXVIZACOJX-JNRDSNHMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H56O9
Molecular Weight 596.80 g/mol
Exact Mass 596.39243336 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.13
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 9

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,8S,9S,10R,13S,14S,17R)-17-[(2S,3S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-hydroxy-10,13-dimethyl-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7521 75.21%
Caco-2 - 0.8583 85.83%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6977 69.77%
OATP2B1 inhibitior - 0.5792 57.92%
OATP1B1 inhibitior + 0.9034 90.34%
OATP1B3 inhibitior + 0.8528 85.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8247 82.47%
P-glycoprotein inhibitior + 0.6035 60.35%
P-glycoprotein substrate + 0.5224 52.24%
CYP3A4 substrate + 0.7193 71.93%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9251 92.51%
CYP2C9 inhibition - 0.9075 90.75%
CYP2C19 inhibition - 0.8953 89.53%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.8734 87.34%
CYP2C8 inhibition + 0.6320 63.20%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6752 67.52%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.5368 53.68%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.8648 86.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6677 66.77%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8842 88.42%
Acute Oral Toxicity (c) III 0.4223 42.23%
Estrogen receptor binding + 0.7146 71.46%
Androgen receptor binding + 0.7056 70.56%
Thyroid receptor binding - 0.5938 59.38%
Glucocorticoid receptor binding + 0.5504 55.04%
Aromatase binding + 0.6220 62.20%
PPAR gamma + 0.5637 56.37%
Honey bee toxicity - 0.7660 76.60%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9152 91.52%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.37% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.06% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.56% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.44% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.11% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.71% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.93% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.86% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.76% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.51% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.18% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.61% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.54% 89.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.54% 98.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.50% 93.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.60% 89.05%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.47% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.30% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 84.64% 98.10%
CHEMBL3401 O75469 Pregnane X receptor 83.67% 94.73%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.05% 94.08%

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.
Trillium erectum

Cross-Links

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PubChem 102283898
LOTUS LTS0210703
wikiData Q104959872