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(3R,5S,8R,10S,13R,14S,17R)-11,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,5,6,7,8,15,16,17-decahydrocyclopenta[a]phenanthrene-4,12-dione

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 0190e281-ccf6-4d3d-ae68-73f5fe7af5f1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3R,5S,8R,10S,13R,14S,17R)-11,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,5,6,7,8,15,16,17-decahydrocyclopenta[a]phenanthrene-4,12-dione
SMILES (Canonical) CC12CCC(C(=O)C1CCC3C2=C(C(=O)C4(C3(CCC4C5=COC(=O)C=C5)O)C)O)OC6C(C(C(CO6)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H](C(=O)[C@H]1CC[C@@H]3C2=C(C(=O)[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O
InChI InChI=1S/C29H36O11/c1-27-9-8-18(40-26-24(35)22(33)17(30)12-39-26)21(32)16(27)5-4-15-20(27)23(34)25(36)28(2)14(7-10-29(15,28)37)13-3-6-19(31)38-11-13/h3,6,11,14-18,22,24,26,30,33-35,37H,4-5,7-10,12H2,1-2H3/t14-,15-,16-,17-,18-,22+,24-,26+,27+,28+,29+/m1/s1
InChI Key PLUKRKLGJIRNHR-AVDKAHKVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O11
Molecular Weight 560.60 g/mol
Exact Mass 560.22576196 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.87
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5S,8R,10S,13R,14S,17R)-11,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,5,6,7,8,15,16,17-decahydrocyclopenta[a]phenanthrene-4,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9429 94.29%
Caco-2 - 0.8866 88.66%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8587 85.87%
OATP2B1 inhibitior - 0.7227 72.27%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9096 90.96%
BSEP inhibitior + 0.6965 69.65%
P-glycoprotein inhibitior - 0.4331 43.31%
P-glycoprotein substrate - 0.5501 55.01%
CYP3A4 substrate + 0.6900 69.00%
CYP2C9 substrate - 0.7974 79.74%
CYP2D6 substrate - 0.8817 88.17%
CYP3A4 inhibition - 0.8422 84.22%
CYP2C9 inhibition - 0.8877 88.77%
CYP2C19 inhibition - 0.9187 91.87%
CYP2D6 inhibition - 0.9087 90.87%
CYP1A2 inhibition - 0.8622 86.22%
CYP2C8 inhibition + 0.5258 52.58%
CYP inhibitory promiscuity - 0.9179 91.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5650 56.50%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9375 93.75%
Skin irritation - 0.6008 60.08%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4758 47.58%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5380 53.80%
skin sensitisation - 0.8937 89.37%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.5767 57.67%
Acute Oral Toxicity (c) I 0.6838 68.38%
Estrogen receptor binding + 0.8372 83.72%
Androgen receptor binding + 0.7030 70.30%
Thyroid receptor binding - 0.5497 54.97%
Glucocorticoid receptor binding + 0.7387 73.87%
Aromatase binding + 0.6780 67.80%
PPAR gamma + 0.6020 60.20%
Honey bee toxicity - 0.7271 72.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.92% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.40% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.92% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.58% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.22% 97.28%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.73% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.55% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.02% 85.14%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 88.00% 89.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.29% 89.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 86.26% 85.49%
CHEMBL221 P23219 Cyclooxygenase-1 85.80% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.88% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.87% 92.88%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.58% 90.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.35% 97.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.09% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.25% 97.25%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.20% 92.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.87% 86.33%

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.
Acacia mearnsii
Cinnamomum aromaticum
Dioscorea panthaica

Cross-Links

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PubChem 21579663
NPASS NPC96792