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(2S,3R,4R,5R,6S)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-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 0130f1b3-fcdf-45cd-9cd0-4d21aab3cdc7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC(CC3=CCC4C(C23C)CCC5(C4CC(C5C(C)C(CCC(C)CO)O)O)C)OC6C(C(C(C(O6)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2C[C@@H](CC3=CC[C@@H]4[C@@H]([C@@]23C)CC[C@]5([C@H]4C[C@@H]([C@@H]5[C@H](C)[C@H](CC[C@H](C)CO)O)O)C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O)O
InChI InChI=1S/C39H66O14/c1-17(15-40)6-9-25(42)18(2)29-26(43)14-24-22-8-7-20-12-21(51-37-35(49)33(47)31(45)27(16-41)52-37)13-28(39(20,5)23(22)10-11-38(24,29)4)53-36-34(48)32(46)30(44)19(3)50-36/h7,17-19,21-37,40-49H,6,8-16H2,1-5H3/t17-,18+,19-,21+,22+,23-,24-,25-,26-,27+,28+,29-,30-,31-,32+,33-,34+,35+,36+,37+,38-,39-/m0/s1
InChI Key BRCXDVJQDIXRDQ-OGDOGHNJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H66O14
Molecular Weight 758.90 g/mol
Exact Mass 758.44525677 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.05
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-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 + 0.6996 69.96%
Caco-2 - 0.8773 87.73%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8750 87.50%
OATP1B3 inhibitior + 0.8307 83.07%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5331 53.31%
P-glycoprotein inhibitior + 0.6801 68.01%
P-glycoprotein substrate + 0.5964 59.64%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9514 95.14%
CYP2C9 inhibition - 0.9263 92.63%
CYP2C19 inhibition - 0.9276 92.76%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9189 91.89%
CYP2C8 inhibition + 0.6859 68.59%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9215 92.15%
Skin irritation - 0.5271 52.71%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.8185 81.85%
Human Ether-a-go-go-Related Gene inhibition + 0.7375 73.75%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9194 91.94%
Acute Oral Toxicity (c) I 0.4859 48.59%
Estrogen receptor binding + 0.7880 78.80%
Androgen receptor binding + 0.7123 71.23%
Thyroid receptor binding - 0.6070 60.70%
Glucocorticoid receptor binding - 0.5431 54.31%
Aromatase binding + 0.6496 64.96%
PPAR gamma + 0.6508 65.08%
Honey bee toxicity - 0.7160 71.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9013 90.13%

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 99.09% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.21% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.42% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.50% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.48% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.16% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.41% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.24% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.97% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.49% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.32% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.11% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.07% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.95% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.77% 98.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.56% 90.08%
CHEMBL3401 O75469 Pregnane X receptor 84.17% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.33% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.82% 97.36%

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.
Tribulus cistoides

Cross-Links

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PubChem 163005822
LOTUS LTS0161257
wikiData Q104944727