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[(1R,2S,3S,4R,7S,8S,9R,10S,11R,13S,14R,17R)-2-acetyloxy-13-chloro-9,10-dihydroxy-8,17-dimethyl-12-methylidene-16-oxospiro[15,18-dioxatetracyclo[9.6.1.01,14.03,8]octadecane-4,2'-oxirane]-7-yl] acetate

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 5b3ff449-8682-487b-9c7e-7ff23a0226f0
Taxonomy Organoheterocyclic compounds > Furopyrans
IUPAC Name [(1R,2S,3S,4R,7S,8S,9R,10S,11R,13S,14R,17R)-2-acetyloxy-13-chloro-9,10-dihydroxy-8,17-dimethyl-12-methylidene-16-oxospiro[15,18-dioxatetracyclo[9.6.1.01,14.03,8]octadecane-4,2'-oxirane]-7-yl] acetate
SMILES (Canonical) CC1C(=O)OC2C13C(C4C(C(CCC45CO5)OC(=O)C)(C(C(C(O3)C(=C)C2Cl)O)O)C)OC(=O)C
SMILES (Isomeric) C[C@H]1C(=O)O[C@@H]2[C@]13[C@H]([C@@H]4[C@]([C@H](CC[C@]45CO5)OC(=O)C)([C@H]([C@@H]([C@H](O3)C(=C)[C@@H]2Cl)O)O)C)OC(=O)C
InChI InChI=1S/C24H31ClO10/c1-9-14(25)19-24(10(2)21(30)34-19)20(33-12(4)27)17-22(5,18(29)15(28)16(9)35-24)13(32-11(3)26)6-7-23(17)8-31-23/h10,13-20,28-29H,1,6-8H2,2-5H3/t10-,13-,14-,15+,16+,17+,18-,19-,20-,22-,23-,24-/m0/s1
InChI Key UCGCXBUQKLRZPM-CMHJOHGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H31ClO10
Molecular Weight 514.90 g/mol
Exact Mass 514.1605749 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 10
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 [(1R,2S,3S,4R,7S,8S,9R,10S,11R,13S,14R,17R)-2-acetyloxy-13-chloro-9,10-dihydroxy-8,17-dimethyl-12-methylidene-16-oxospiro[15,18-dioxatetracyclo[9.6.1.01,14.03,8]octadecane-4,2'-oxirane]-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9318 93.18%
Caco-2 - 0.7588 75.88%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8498 84.98%
OATP1B3 inhibitior + 0.9007 90.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5793 57.93%
P-glycoprotein inhibitior - 0.4529 45.29%
P-glycoprotein substrate - 0.5897 58.97%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.9446 94.46%
CYP2C9 inhibition - 0.8286 82.86%
CYP2C19 inhibition - 0.8147 81.47%
CYP2D6 inhibition - 0.8957 89.57%
CYP1A2 inhibition - 0.7191 71.91%
CYP2C8 inhibition + 0.5098 50.98%
CYP inhibitory promiscuity - 0.9163 91.63%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8838 88.38%
Carcinogenicity (trinary) Non-required 0.4544 45.44%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.5904 59.04%
Skin corrosion - 0.9062 90.62%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5146 51.46%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.8340 83.40%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.8743 87.43%
Acute Oral Toxicity (c) III 0.5217 52.17%
Estrogen receptor binding + 0.8254 82.54%
Androgen receptor binding + 0.6700 67.00%
Thyroid receptor binding + 0.5448 54.48%
Glucocorticoid receptor binding + 0.7091 70.91%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.6977 69.77%
Honey bee toxicity - 0.6597 65.97%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5150 51.50%
Fish aquatic toxicity + 0.9948 99.48%

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 95.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.95% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.46% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 88.40% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.84% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.78% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.32% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.28% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 87.02% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.65% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.58% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.09% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 86.06% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.70% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.23% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.14% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.02% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.76% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.63% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.02% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.69% 94.00%
CHEMBL5028 O14672 ADAM10 81.44% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.10% 91.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21778269
LOTUS LTS0097602
wikiData Q105269859