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(2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

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 b2e98c96-2362-4720-9114-6e2726b85846
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC(C)CC1C(O1)C(C)C2CCC3C2(CC=C4C3CC(C5C4(CCC(C5)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)OS(=O)(=O)O)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C)OS(=O)(=O)O)C)[C@H]6[C@@H](O6)CC(C)C
InChI InChI=1S/C33H52O12S/c1-15(2)12-24-28(43-24)16(3)19-6-7-20-18-14-23(45-46(39,40)41)22-13-17(8-10-33(22,5)21(18)9-11-32(19,20)4)42-31-27(36)25(34)26(35)29(44-31)30(37)38/h9,15-20,22-29,31,34-36H,6-8,10-14H2,1-5H3,(H,37,38)(H,39,40,41)/t16-,17-,18-,19+,20-,22+,23-,24-,25-,26-,27+,28-,29-,31+,32+,33+/m0/s1
InChI Key CDWQTHXFAOWZPF-MNNPVHNWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O12S
Molecular Weight 672.80 g/mol
Exact Mass 672.31794826 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8403 84.03%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4925 49.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8660 86.60%
OATP1B3 inhibitior + 0.9213 92.13%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6995 69.95%
P-glycoprotein substrate + 0.5143 51.43%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8742 87.42%
CYP3A4 inhibition - 0.8145 81.45%
CYP2C9 inhibition - 0.7436 74.36%
CYP2C19 inhibition - 0.7073 70.73%
CYP2D6 inhibition - 0.8617 86.17%
CYP1A2 inhibition - 0.7125 71.25%
CYP2C8 inhibition + 0.7224 72.24%
CYP inhibitory promiscuity - 0.8182 81.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6000 60.00%
Carcinogenicity (trinary) Non-required 0.5718 57.18%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.9247 92.47%
Skin irritation - 0.7362 73.62%
Skin corrosion - 0.8948 89.48%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3754 37.54%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5157 51.57%
skin sensitisation - 0.8218 82.18%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9182 91.82%
Acute Oral Toxicity (c) III 0.5547 55.47%
Estrogen receptor binding + 0.7458 74.58%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding - 0.5543 55.43%
Glucocorticoid receptor binding + 0.6756 67.56%
Aromatase binding + 0.5957 59.57%
PPAR gamma + 0.6576 65.76%
Honey bee toxicity - 0.7240 72.40%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5762 57.62%
Fish aquatic toxicity + 0.9960 99.60%

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 97.47% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.37% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.19% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 95.69% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.90% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.51% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 91.21% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 89.88% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.73% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.32% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.85% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.80% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.93% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.49% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.50% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.91% 92.50%
CHEMBL5028 O14672 ADAM10 81.64% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.29% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.44% 93.56%

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.
There are no matching plants.

Cross-Links

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PubChem 10842193
LOTUS LTS0218594
wikiData Q104955276