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(1S,2S,4R,6S,11R,12S,14R,15R,21S)-14-hydroxy-17-(hydroxymethyl)-3',4',11,21-tetramethylspiro[5-oxahexacyclo[12.6.1.02,12.04,6.06,11.018,21]henicosa-8,17-diene-15,5'-furan]-2',10,16-trione

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 f0d1a27a-9d37-4fda-bfe1-1e583171bff0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4R,6S,11R,12S,14R,15R,21S)-14-hydroxy-17-(hydroxymethyl)-3',4',11,21-tetramethylspiro[5-oxahexacyclo[12.6.1.02,12.04,6.06,11.018,21]henicosa-8,17-diene-15,5'-furan]-2',10,16-trione
SMILES (Canonical) CC1=C(C2(C(=O)C(=C3CCC4C3(C2(CC5C4CC6C7(C5(C(=O)C=CC7)C)O6)O)C)CO)OC1=O)C
SMILES (Isomeric) CC1=C([C@@]2(C(=O)C(=C3CC[C@@H]4[C@@]3([C@@]2(C[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C=CC7)C)O6)O)C)CO)OC1=O)C
InChI InChI=1S/C28H32O7/c1-13-14(2)28(35-23(13)32)22(31)16(12-29)18-8-7-17-15-10-21-26(34-21)9-5-6-20(30)25(26,4)19(15)11-27(28,33)24(17,18)3/h5-6,15,17,19,21,29,33H,7-12H2,1-4H3/t15-,17-,19-,21+,24-,25-,26+,27+,28-/m0/s1
InChI Key SBNWCYKGUDBJMB-TWAXEHJUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H32O7
Molecular Weight 480.50 g/mol
Exact Mass 480.21480336 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4R,6S,11R,12S,14R,15R,21S)-14-hydroxy-17-(hydroxymethyl)-3',4',11,21-tetramethylspiro[5-oxahexacyclo[12.6.1.02,12.04,6.06,11.018,21]henicosa-8,17-diene-15,5'-furan]-2',10,16-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9678 96.78%
Caco-2 - 0.5259 52.59%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7933 79.33%
OATP2B1 inhibitior - 0.8659 86.59%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9764 97.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5021 50.21%
BSEP inhibitior + 0.8894 88.94%
P-glycoprotein inhibitior + 0.6566 65.66%
P-glycoprotein substrate + 0.6389 63.89%
CYP3A4 substrate + 0.7049 70.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8992 89.92%
CYP3A4 inhibition - 0.6493 64.93%
CYP2C9 inhibition - 0.8415 84.15%
CYP2C19 inhibition - 0.9191 91.91%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8465 84.65%
CYP2C8 inhibition + 0.5918 59.18%
CYP inhibitory promiscuity - 0.9297 92.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.6550 65.50%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9416 94.16%
Skin irritation + 0.6216 62.16%
Skin corrosion - 0.9219 92.19%
Ames mutagenesis - 0.6178 61.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3863 38.63%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8780 87.80%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.5713 57.13%
Acute Oral Toxicity (c) III 0.5708 57.08%
Estrogen receptor binding + 0.8271 82.71%
Androgen receptor binding + 0.7650 76.50%
Thyroid receptor binding + 0.5573 55.73%
Glucocorticoid receptor binding + 0.8637 86.37%
Aromatase binding + 0.8081 80.81%
PPAR gamma + 0.5564 55.64%
Honey bee toxicity - 0.8186 81.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9589 95.89%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.98% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.91% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.70% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.64% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 91.34% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.47% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.73% 97.25%
CHEMBL4208 P20618 Proteasome component C5 87.05% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.99% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.04% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.04% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.03% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 83.68% 95.38%
CHEMBL1937 Q92769 Histone deacetylase 2 83.11% 94.75%
CHEMBL233 P35372 Mu opioid receptor 83.09% 97.93%
CHEMBL226 P30542 Adenosine A1 receptor 82.70% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.34% 88.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.22% 94.00%
CHEMBL204 P00734 Thrombin 80.66% 96.01%
CHEMBL1871 P10275 Androgen Receptor 80.62% 96.43%

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.
Jaborosa runcinata

Cross-Links

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PubChem 10576702
LOTUS LTS0058678
wikiData Q105249571