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(3S,5S,8R,9S,10S,13R,14S,16S,17R)-5,14,16-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

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 c68737c1-2d50-42dd-a349-83e08526a603
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (3S,5S,8R,9S,10S,13R,14S,16S,17R)-5,14,16-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC12CCC3C(C1(CC(C2C4=COC(=O)C=C4)O)O)CCC5(C3(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C=O)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@]1(C[C@@H]([C@@H]2C4=COC(=O)C=C4)O)O)CC[C@]5([C@@]3(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=O)O
InChI InChI=1S/C30H42O12/c1-27-7-5-17-18(30(27,39)11-19(33)22(27)15-2-3-21(34)40-13-15)6-9-29(38)10-16(4-8-28(17,29)14-32)41-26-25(37)24(36)23(35)20(12-31)42-26/h2-3,13-14,16-20,22-26,31,33,35-39H,4-12H2,1H3/t16-,17-,18+,19-,20+,22-,23+,24-,25+,26+,27+,28-,29-,30-/m0/s1
InChI Key LJMMDGJVOPWTGH-KYHHGZFYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O12
Molecular Weight 594.60 g/mol
Exact Mass 594.26762677 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.67
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9S,10S,13R,14S,16S,17R)-5,14,16-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7730 77.30%
Caco-2 - 0.9055 90.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8007 80.07%
OATP2B1 inhibitior - 0.7274 72.74%
OATP1B1 inhibitior + 0.8386 83.86%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.6100 61.00%
P-glycoprotein inhibitior + 0.5759 57.59%
P-glycoprotein substrate - 0.5894 58.94%
CYP3A4 substrate + 0.7136 71.36%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.7568 75.68%
CYP2C9 inhibition - 0.9206 92.06%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8805 88.05%
CYP2C8 inhibition + 0.6245 62.45%
CYP inhibitory promiscuity - 0.9485 94.85%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6338 63.38%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9396 93.96%
Skin irritation - 0.6984 69.84%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7991 79.91%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6969 69.69%
skin sensitisation - 0.9341 93.41%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7338 73.38%
Acute Oral Toxicity (c) I 0.4838 48.38%
Estrogen receptor binding + 0.8484 84.84%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding - 0.5524 55.24%
Glucocorticoid receptor binding + 0.6267 62.67%
Aromatase binding + 0.6696 66.96%
PPAR gamma + 0.6290 62.90%
Honey bee toxicity - 0.7495 74.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9634 96.34%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.69% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.06% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.97% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.90% 98.95%
CHEMBL3524 P56524 Histone deacetylase 4 91.25% 92.97%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.99% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.18% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.97% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.01% 97.25%
CHEMBL4208 P20618 Proteasome component C5 85.88% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.73% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.29% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.79% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 82.17% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.58% 89.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.05% 89.44%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.01% 86.92%

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 elata

Cross-Links

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PubChem 14888414
LOTUS LTS0016962
wikiData Q105152656