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(2R,3R,4S,5S,6R)-2-[(Z,5R,6S)-6-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-2,3-dimethylhept-2-enoxy]-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 004b8486-d959-4c31-b68c-6eb990565a63
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[(Z,5R,6S)-6-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-2,3-dimethylhept-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC=C4C3(C(CC(C4)O)O)C)C)C(CC(=C(C)COC5C(C(C(C(O5)CO)O)O)O)C)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)C)[C@@H](C/C(=C(/C)\CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)/C)O
InChI InChI=1S/C34H56O9/c1-17(18(2)16-42-32-31(41)30(40)29(39)27(15-35)43-32)12-26(37)19(3)23-8-9-24-22-7-6-20-13-21(36)14-28(38)34(20,5)25(22)10-11-33(23,24)4/h6,19,21-32,35-41H,7-16H2,1-5H3/b18-17-/t19-,21+,22-,23+,24-,25-,26+,27+,28-,29+,30-,31+,32+,33+,34-/m0/s1
InChI Key XWYAVJLVMRZBFM-YFKVRHPMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H56O9
Molecular Weight 608.80 g/mol
Exact Mass 608.39243336 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 8

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-[(Z,5R,6S)-6-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-2,3-dimethylhept-2-enoxy]-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 - 0.8561 85.61%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6977 69.77%
OATP2B1 inhibitior - 0.5767 57.67%
OATP1B1 inhibitior + 0.8545 85.45%
OATP1B3 inhibitior + 0.8528 85.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6930 69.30%
P-glycoprotein inhibitior + 0.6428 64.28%
P-glycoprotein substrate + 0.5672 56.72%
CYP3A4 substrate + 0.7348 73.48%
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 + 0.6806 68.06%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6752 67.52%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9355 93.55%
Skin irritation - 0.5368 53.68%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.7644 76.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7481 74.81%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6853 68.53%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7227 72.27%
Acute Oral Toxicity (c) III 0.4223 42.23%
Estrogen receptor binding + 0.7031 70.31%
Androgen receptor binding + 0.8020 80.20%
Thyroid receptor binding - 0.6084 60.84%
Glucocorticoid receptor binding + 0.5448 54.48%
Aromatase binding + 0.6618 66.18%
PPAR gamma + 0.5394 53.94%
Honey bee toxicity - 0.6943 69.43%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
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 99.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.01% 95.93%
CHEMBL2581 P07339 Cathepsin D 94.96% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.49% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.59% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.74% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.12% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.01% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.54% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.47% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.31% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.11% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.29% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.40% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 82.52% 94.73%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.07% 98.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.51% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.90% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.81% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.65% 89.05%
CHEMBL5028 O14672 ADAM10 80.38% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.32% 92.50%

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.
Solanum capsicoides

Cross-Links

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PubChem 10746271
LOTUS LTS0046010
wikiData Q105343872