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(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

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 914a076e-ea57-4b7c-9368-e7ed98f97d45
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4C=CC3C2)CCC5(C(C)O)O)C)C)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4C=C[C@H]3C2)CC[C@@]5([C@H](C)O)O)C)C)O)OC)O
InChI InChI=1S/C28H46O7/c1-15-22(30)24(33-5)23(31)25(34-15)35-18-8-11-26(3)17(14-18)6-7-19-20(26)9-12-27(4)21(19)10-13-28(27,32)16(2)29/h6-7,15-25,29-32H,8-14H2,1-5H3/t15-,16+,17+,18+,19-,20+,21+,22+,23-,24+,25+,26+,27+,28+/m1/s1
InChI Key VJMOMFNWUSACBE-OFQIAWMUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O7
Molecular Weight 494.70 g/mol
Exact Mass 494.32435380 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 4

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,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7674 76.74%
Caco-2 - 0.7592 75.92%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4997 49.97%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8489 84.89%
OATP1B3 inhibitior + 0.8837 88.37%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior - 0.7891 78.91%
P-glycoprotein inhibitior - 0.5224 52.24%
P-glycoprotein substrate - 0.5284 52.84%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8419 84.19%
CYP3A4 inhibition - 0.9006 90.06%
CYP2C9 inhibition - 0.9069 90.69%
CYP2C19 inhibition - 0.8520 85.20%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.7413 74.13%
CYP2C8 inhibition - 0.6139 61.39%
CYP inhibitory promiscuity - 0.9646 96.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6528 65.28%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9622 96.22%
Skin irritation - 0.5399 53.99%
Skin corrosion - 0.9172 91.72%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7259 72.59%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7609 76.09%
skin sensitisation - 0.8763 87.63%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9606 96.06%
Acute Oral Toxicity (c) I 0.4083 40.83%
Estrogen receptor binding + 0.6205 62.05%
Androgen receptor binding + 0.6971 69.71%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6532 65.32%
Aromatase binding + 0.6078 60.78%
PPAR gamma - 0.5174 51.74%
Honey bee toxicity - 0.6901 69.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8957 89.57%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.37% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.72% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.31% 94.45%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 92.39% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.93% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.62% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.97% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.18% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.17% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.97% 97.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.68% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.05% 89.00%
CHEMBL1871 P10275 Androgen Receptor 82.73% 96.43%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.49% 97.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.22% 92.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.20% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.18% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.34% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.65% 92.88%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.26% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.19% 96.38%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 21626489
LOTUS LTS0173505
wikiData Q105287361