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(1S,2S,4S,5S,10R,11S,13S,15S,16R,17R,20S)-4-chloro-15-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]-5,13,17-trihydroxy-10,16,20-trimethyl-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 252ce16a-318e-494b-b478-cad1211a3e09
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4S,5S,10R,11S,13S,15S,16R,17R,20S)-4-chloro-15-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]-5,13,17-trihydroxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one
SMILES (Canonical) CC1C(OC2(CC3C(CC(C4(C3(C(=O)C=CC4)C)O)Cl)C5C2(C1(CC5)O)C)O)C6C(=C(C(=O)O6)C)C
SMILES (Isomeric) C[C@@H]1[C@H](O[C@]2(C[C@H]3[C@@H](C[C@@H]([C@]4([C@@]3(C(=O)C=CC4)C)O)Cl)[C@H]5[C@]2([C@]1(CC5)O)C)O)[C@@H]6C(=C(C(=O)O6)C)C
InChI InChI=1S/C28H37ClO7/c1-13-14(2)23(31)35-21(13)22-15(3)26(32)10-8-17-16-11-19(29)27(33)9-6-7-20(30)24(27,4)18(16)12-28(34,36-22)25(17,26)5/h6-7,15-19,21-22,32-34H,8-12H2,1-5H3/t15-,16+,17+,18+,19+,21+,22+,24+,25+,26-,27-,28+/m1/s1
InChI Key HKTSJGOKYYETBF-UDCYVZALSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H37ClO7
Molecular Weight 521.00 g/mol
Exact Mass 520.2227812 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5S,10R,11S,13S,15S,16R,17R,20S)-4-chloro-15-[(2S)-3,4-dimethyl-5-oxo-2H-furan-2-yl]-5,13,17-trihydroxy-10,16,20-trimethyl-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 + 0.9686 96.86%
Caco-2 - 0.7452 74.52%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7571 75.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9616 96.16%
P-glycoprotein inhibitior - 0.4537 45.37%
P-glycoprotein substrate + 0.5403 54.03%
CYP3A4 substrate + 0.7026 70.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.9532 95.32%
CYP2C9 inhibition - 0.8752 87.52%
CYP2C19 inhibition - 0.8917 89.17%
CYP2D6 inhibition - 0.9223 92.23%
CYP1A2 inhibition - 0.8932 89.32%
CYP2C8 inhibition + 0.5322 53.22%
CYP inhibitory promiscuity - 0.9220 92.20%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8738 87.38%
Carcinogenicity (trinary) Danger 0.5398 53.98%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9398 93.98%
Skin irritation - 0.5582 55.82%
Skin corrosion - 0.8928 89.28%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8122 81.22%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5269 52.69%
skin sensitisation - 0.8405 84.05%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7167 71.67%
Acute Oral Toxicity (c) I 0.3340 33.40%
Estrogen receptor binding + 0.8636 86.36%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding + 0.6642 66.42%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.8103 81.03%
PPAR gamma + 0.6526 65.26%
Honey bee toxicity - 0.6600 66.00%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.44% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.19% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.53% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.46% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.24% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.97% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.51% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.32% 100.00%
CHEMBL2581 P07339 Cathepsin D 87.22% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.04% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.57% 94.80%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 86.02% 86.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.35% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.60% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.39% 85.14%
CHEMBL230 P35354 Cyclooxygenase-2 82.10% 89.63%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.47% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 80.55% 95.38%

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 rotacea

Cross-Links

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PubChem 162909045
LOTUS LTS0248831
wikiData Q105029966