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5-[(3S,8R,9R,10S,12R,13S,14S,17R)-9,12,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,6,7,8,11,12,15,16,17-decahydro-1H-cyclopenta[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 81b17e19-ecba-4728-a675-c66afef51fca
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8R,9R,10S,12R,13S,14S,17R)-9,12,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,6,7,8,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(=C2)CCC4C3(CC(C5(C4(CCC5C6=COC(=O)C=C6)O)C)O)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(=C2)CC[C@@H]4[C@@]3(C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=COC(=O)C=C6)O)C)O)O)C)O)O)O
InChI InChI=1S/C30H42O10/c1-15-23(33)24(34)25(35)26(39-15)40-18-8-10-27(2)17(12-18)5-6-20-29(36)11-9-19(16-4-7-22(32)38-14-16)28(29,3)21(31)13-30(20,27)37/h4,7,12,14-15,18-21,23-26,31,33-37H,5-6,8-11,13H2,1-3H3/t15-,18-,19+,20-,21+,23-,24+,25+,26-,27-,28-,29-,30+/m0/s1
InChI Key GAWIUXPXIQWWSM-MPZSIRCYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O10
Molecular Weight 562.60 g/mol
Exact Mass 562.27779753 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,8R,9R,10S,12R,13S,14S,17R)-9,12,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,6,7,8,11,12,15,16,17-decahydro-1H-cyclopenta[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 - 0.9114 91.14%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7620 76.20%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8551 85.51%
OATP1B3 inhibitior + 0.8356 83.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9321 93.21%
BSEP inhibitior + 0.7353 73.53%
P-glycoprotein inhibitior + 0.5799 57.99%
P-glycoprotein substrate - 0.5444 54.44%
CYP3A4 substrate + 0.6984 69.84%
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 + 0.5844 58.44%
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 - 0.9398 93.98%
Skin irritation - 0.5499 54.99%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7927 79.27%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6924 69.24%
skin sensitisation - 0.8631 86.31%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7370 73.70%
Acute Oral Toxicity (c) II 0.7732 77.32%
Estrogen receptor binding + 0.8269 82.69%
Androgen receptor binding + 0.7278 72.78%
Thyroid receptor binding - 0.5254 52.54%
Glucocorticoid receptor binding + 0.7191 71.91%
Aromatase binding + 0.7064 70.64%
PPAR gamma + 0.6177 61.77%
Honey bee toxicity - 0.7619 76.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 98.05% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.18% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.38% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.71% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.39% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.83% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.64% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.66% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.25% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 87.80% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.53% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.32% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.71% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.61% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 81.14% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.36% 93.04%

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 maritima

Cross-Links

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PubChem 10674444
LOTUS LTS0001349
wikiData Q105005670