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(1S,2S,5S,6R,8S,9R,12S,13R,16R,18S,20R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-8,16-dimethoxy-6,13-dimethyl-7,19-dioxahexacyclo[10.9.0.02,9.05,9.013,18.018,20]henicosan-14-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 15b08f65-2861-4fd4-8352-65cfd2bcd639
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,5S,6R,8S,9R,12S,13R,16R,18S,20R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-8,16-dimethoxy-6,13-dimethyl-7,19-dioxahexacyclo[10.9.0.02,9.05,9.013,18.018,20]henicosan-14-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3CCC4C3(CCC5C4CC6C7(C5(C(=O)CC(C7)OC)C)O6)C(O2)OC)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@]2([C@H]3CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C[C@@H](C7)OC)C)O6)[C@H](O2)OC)C)C
InChI InChI=1S/C30H42O7/c1-15-11-23(35-25(32)16(15)2)28(4)21-8-7-20-18-13-24-30(36-24)14-17(33-5)12-22(31)27(30,3)19(18)9-10-29(20,21)26(34-6)37-28/h17-21,23-24,26H,7-14H2,1-6H3/t17-,18+,19-,20-,21+,23+,24+,26-,27-,28+,29+,30+/m0/s1
InChI Key SAIFFVVGSHBPGI-WDWDINRGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O7
Molecular Weight 514.60 g/mol
Exact Mass 514.29305367 g/mol
Topological Polar Surface Area (TPSA) 83.60 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.36
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,6R,8S,9R,12S,13R,16R,18S,20R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-8,16-dimethoxy-6,13-dimethyl-7,19-dioxahexacyclo[10.9.0.02,9.05,9.013,18.018,20]henicosan-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 - 0.6496 64.96%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7371 73.71%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8892 88.92%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9337 93.37%
P-glycoprotein inhibitior + 0.7580 75.80%
P-glycoprotein substrate + 0.6006 60.06%
CYP3A4 substrate + 0.7288 72.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition - 0.6373 63.73%
CYP2C9 inhibition - 0.8824 88.24%
CYP2C19 inhibition - 0.8743 87.43%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.7402 74.02%
CYP2C8 inhibition + 0.6438 64.38%
CYP inhibitory promiscuity - 0.8635 86.35%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5512 55.12%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9278 92.78%
Skin irritation - 0.6421 64.21%
Skin corrosion - 0.9019 90.19%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7808 78.08%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5289 52.89%
skin sensitisation - 0.8366 83.66%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7689 76.89%
Acute Oral Toxicity (c) I 0.3009 30.09%
Estrogen receptor binding + 0.7948 79.48%
Androgen receptor binding + 0.8093 80.93%
Thyroid receptor binding + 0.5552 55.52%
Glucocorticoid receptor binding + 0.7978 79.78%
Aromatase binding + 0.7640 76.40%
PPAR gamma + 0.7631 76.31%
Honey bee toxicity - 0.6496 64.96%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9853 98.53%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 92.47% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.38% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.16% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.96% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.70% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.18% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.77% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.72% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 88.33% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.98% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.52% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 87.42% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.88% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.72% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.49% 91.11%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.09% 96.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.52% 90.08%
CHEMBL2996 Q05655 Protein kinase C delta 82.43% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.82% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.21% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.16% 92.62%
CHEMBL325 Q13547 Histone deacetylase 1 80.09% 95.92%

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.
Physalis minima

Cross-Links

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PubChem 16756261
LOTUS LTS0063349
wikiData Q105248880