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(3S,5S,8R,9S,10R,11S,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-1,2,3,5,6,7,8,9,11,15,16,17-dodecahydrocyclopenta[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 4d76e3ed-c3f8-408e-8f39-dd6e65eae902
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (3S,5S,8R,9S,10R,11S,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-1,2,3,5,6,7,8,9,11,15,16,17-dodecahydrocyclopenta[a]phenanthrene-4,12-dione
SMILES (Canonical) CC12CCC(C(=O)C1CCC3C2C(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]3[C@@H]2[C@@H](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/C29H38O11/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/h3,6,11,14-18,20,22-24,26,30,33-35,37H,4-5,7-10,12H2,1-2H3/t14-,15-,16-,17-,18+,20-,22+,23+,24-,26+,27+,28+,29+/m1/s1
InChI Key OSFBVTVIUMKGIG-SZKRJQDWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O11
Molecular Weight 562.60 g/mol
Exact Mass 562.24141202 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP -0.90
Atomic LogP (AlogP) 0.03
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 (3S,5S,8R,9S,10R,11S,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-1,2,3,5,6,7,8,9,11,15,16,17-dodecahydrocyclopenta[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 + 0.8295 82.95%
Caco-2 - 0.8989 89.89%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8144 81.44%
OATP2B1 inhibitior - 0.7217 72.17%
OATP1B1 inhibitior + 0.8559 85.59%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8787 87.87%
BSEP inhibitior + 0.6469 64.69%
P-glycoprotein inhibitior - 0.4630 46.30%
P-glycoprotein substrate - 0.6153 61.53%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.7984 79.84%
CYP2C9 inhibition - 0.9250 92.50%
CYP2C19 inhibition - 0.9193 91.93%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8673 86.73%
CYP2C8 inhibition + 0.4786 47.86%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6321 63.21%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9404 94.04%
Skin irritation - 0.7011 70.11%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3829 38.29%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6167 61.67%
skin sensitisation - 0.9268 92.68%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6347 63.47%
Acute Oral Toxicity (c) I 0.5180 51.80%
Estrogen receptor binding + 0.8496 84.96%
Androgen receptor binding + 0.7165 71.65%
Thyroid receptor binding - 0.5580 55.80%
Glucocorticoid receptor binding + 0.7123 71.23%
Aromatase binding + 0.6596 65.96%
PPAR gamma + 0.5963 59.63%
Honey bee toxicity - 0.7338 73.38%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9817 98.17%

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 95.28% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.81% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.38% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.70% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.27% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.65% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.34% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.29% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.26% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.00% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.23% 97.28%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.16% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.25% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.11% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.82% 89.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.65% 97.25%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.20% 85.49%
CHEMBL226 P30542 Adenosine A1 receptor 81.14% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.58% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 80.54% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.04% 92.88%

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 21579652
NPASS NPC106114