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(3S,5S,8R,9S,10S,13R,14S,16S,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,14,16-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-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 a89e79b4-4961-4b7c-b74b-e37cf1a2bd3f
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)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,14,16-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H44O11/c1-16-24(35)26(39-3)25(36)27(41-16)42-18-6-10-29(15-32)19-7-9-28(2)23(17-4-5-22(34)40-14-17)21(33)13-31(28,38)20(19)8-11-30(29,37)12-18/h4-5,14-16,18-21,23-27,33,35-38H,6-13H2,1-3H3/t16-,18-,19-,20+,21-,23-,24-,25-,26+,27-,28+,29-,30-,31-/m0/s1
InChI Key WBLWPDVHNATWAH-UTSPWNMJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O11
Molecular Weight 592.70 g/mol
Exact Mass 592.28836222 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 1.01
H-Bond Acceptor 11
H-Bond Donor 5
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)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,14,16-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-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 + 0.9109 91.09%
Caco-2 - 0.8837 88.37%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6773 67.73%
OATP2B1 inhibitior - 0.7260 72.60%
OATP1B1 inhibitior + 0.8572 85.72%
OATP1B3 inhibitior + 0.8358 83.58%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.7069 70.69%
P-glycoprotein inhibitior + 0.6239 62.39%
P-glycoprotein substrate + 0.5747 57.47%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.6908 69.08%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.8046 80.46%
CYP2C8 inhibition + 0.6313 63.13%
CYP inhibitory promiscuity - 0.9489 94.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5750 57.50%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9385 93.85%
Skin irritation - 0.6601 66.01%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7474 74.74%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6837 68.37%
skin sensitisation - 0.9216 92.16%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8149 81.49%
Acute Oral Toxicity (c) II 0.5303 53.03%
Estrogen receptor binding + 0.8220 82.20%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding - 0.5380 53.80%
Glucocorticoid receptor binding + 0.7054 70.54%
Aromatase binding + 0.7055 70.55%
PPAR gamma + 0.6116 61.16%
Honey bee toxicity - 0.7268 72.68%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9643 96.43%

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 97.51% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.70% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.67% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.52% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.74% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.16% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.97% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.20% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.10% 100.00%
CHEMBL4208 P20618 Proteasome component C5 87.51% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.41% 85.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 87.12% 90.24%
CHEMBL3524 P56524 Histone deacetylase 4 85.83% 92.97%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.57% 97.28%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.51% 89.44%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.17% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.01% 96.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.94% 94.78%

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.
Bowiea volubilis

Cross-Links

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PubChem 162928604
LOTUS LTS0248377
wikiData Q105300841