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(1S,2S,4S,5R,10R,11S,13S,16R,17R,20S)-4-chloro-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-5,17-dihydroxy-13-methoxy-10,20-dimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-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 75c1c0f4-c463-4087-9f36-6c01a02a111a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1S,2S,4S,5R,10R,11S,13S,16R,17R,20S)-4-chloro-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-5,17-dihydroxy-13-methoxy-10,20-dimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2COC3(CC4C(CC(C5(C4(C(=O)C=CC5)C)O)Cl)C6C3(C2(CC6)O)C)OC)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@H]2CO[C@]3(C[C@H]4[C@@H](C[C@@H]([C@@]5([C@@]4(C(=O)C=CC5)C)O)Cl)[C@H]6[C@]3([C@]2(CC6)O)C)OC)C
InChI InChI=1S/C29H39ClO7/c1-15-11-21(37-24(32)16(15)2)20-14-36-29(35-5)13-19-17(18-8-10-27(20,33)26(18,29)4)12-22(30)28(34)9-6-7-23(31)25(19,28)3/h6-7,17-22,33-34H,8-14H2,1-5H3/t17-,18-,19-,20+,21+,22-,25-,26-,27+,28-,29-/m0/s1
InChI Key CQMDERLLDANWCX-ZGSFTXAASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H39ClO7
Molecular Weight 535.10 g/mol
Exact Mass 534.2384313 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5R,10R,11S,13S,16R,17R,20S)-4-chloro-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-5,17-dihydroxy-13-methoxy-10,20-dimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9857 98.57%
Caco-2 - 0.7292 72.92%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7994 79.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9094 90.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9818 98.18%
P-glycoprotein inhibitior + 0.6611 66.11%
P-glycoprotein substrate + 0.6614 66.14%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9072 90.72%
CYP3A4 inhibition - 0.9420 94.20%
CYP2C9 inhibition - 0.8526 85.26%
CYP2C19 inhibition - 0.9180 91.80%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8448 84.48%
CYP2C8 inhibition + 0.6521 65.21%
CYP inhibitory promiscuity - 0.9255 92.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8638 86.38%
Carcinogenicity (trinary) Non-required 0.4929 49.29%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9479 94.79%
Skin irritation - 0.5912 59.12%
Skin corrosion - 0.9279 92.79%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8336 83.36%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5143 51.43%
skin sensitisation - 0.8832 88.32%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7993 79.93%
Acute Oral Toxicity (c) I 0.3407 34.07%
Estrogen receptor binding + 0.8676 86.76%
Androgen receptor binding + 0.7732 77.32%
Thyroid receptor binding + 0.6539 65.39%
Glucocorticoid receptor binding + 0.7781 77.81%
Aromatase binding + 0.8095 80.95%
PPAR gamma + 0.6800 68.00%
Honey bee toxicity - 0.5861 58.61%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9896 98.96%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.63% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.43% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.15% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.57% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.36% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.01% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.85% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.17% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.85% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.89% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.77% 97.09%
CHEMBL1871 P10275 Androgen Receptor 86.75% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.49% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.00% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.00% 94.80%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.74% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 83.55% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 82.50% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.86% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.43% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.37% 92.62%

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 sativa

Cross-Links

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PubChem 101925292
LOTUS LTS0038699
wikiData Q104968130