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5-[(3S,8S,9S,10R,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

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 c469b7c0-1ee8-492c-a6e5-9866122604c6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8S,9S,10R,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CC(C5(C(CCC5(C4CCC3=C2)O)C6=COC(=O)C=C6)C)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@H](CC[C@@]5([C@H]4CCC3=C2)O)C6=COC(=O)C=C6)C)O)C)O)O)O
InChI InChI=1S/C30H42O9/c1-15-24(33)25(34)26(35)27(38-15)39-18-8-10-28(2)17(12-18)5-6-20-21(28)13-22(31)29(3)19(9-11-30(20,29)36)16-4-7-23(32)37-14-16/h4,7,12,14-15,18-22,24-27,31,33-36H,5-6,8-11,13H2,1-3H3/t15-,18-,19+,20-,21-,22+,24-,25+,26+,27-,28-,29-,30-/m0/s1
InChI Key ZBAPFMPUNXTWQQ-WUBSRZGMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O9
Molecular Weight 546.60 g/mol
Exact Mass 546.28288291 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 9
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 5-[(3S,8S,9S,10R,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9598 95.98%
Caco-2 - 0.9277 92.77%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Mitochondria 0.7620 76.20%
OATP2B1 inhibitior - 0.7236 72.36%
OATP1B1 inhibitior + 0.8746 87.46%
OATP1B3 inhibitior + 0.8356 83.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9321 93.21%
BSEP inhibitior + 0.7262 72.62%
P-glycoprotein inhibitior - 0.4296 42.96%
P-glycoprotein substrate - 0.5622 56.22%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.5926 59.26%
CYP inhibitory promiscuity - 0.8738 87.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5173 51.73%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9450 94.50%
Skin irritation - 0.5499 54.99%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7444 74.44%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5872 58.72%
skin sensitisation - 0.8631 86.31%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7730 77.30%
Acute Oral Toxicity (c) II 0.7732 77.32%
Estrogen receptor binding + 0.8673 86.73%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding - 0.5379 53.79%
Glucocorticoid receptor binding + 0.7311 73.11%
Aromatase binding + 0.6866 68.66%
PPAR gamma + 0.6054 60.54%
Honey bee toxicity - 0.7425 74.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9934 99.34%

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 96.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.87% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.84% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.06% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.30% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.26% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.13% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.70% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.93% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.16% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.01% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.88% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.89% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.27% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.28% 97.25%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.07% 81.11%

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.
Drimia indica

Cross-Links

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PubChem 163067995
LOTUS LTS0103083
wikiData Q105370431