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(1S,1'R,2'S,3R,4'R,6S,7R,7'R,8'R,9'R,11'S,12'R,13R)-2',7',12',13-tetramethylspiro[4,14,16-trioxatetracyclo[11.2.1.01,10.03,7]hexadec-9-ene-6,15'-5,10-dioxapentacyclo[10.2.2.01,11.04,8.09,11]hexadec-13-ene]-5,6'-dione

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 67c44906-bf85-4c32-aaaa-6c525c861100
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
IUPAC Name (1S,1'R,2'S,3R,4'R,6S,7R,7'R,8'R,9'R,11'S,12'R,13R)-2',7',12',13-tetramethylspiro[4,14,16-trioxatetracyclo[11.2.1.01,10.03,7]hexadec-9-ene-6,15'-5,10-dioxapentacyclo[10.2.2.01,11.04,8.09,11]hexadec-13-ene]-5,6'-dione
SMILES (Canonical) CC1CC2C(C(C(=O)O2)C)C3C4(C15C=CC4(CC56C7CC=C8CCC9(OCC8(O9)CC7OC6=O)C)C)O3
SMILES (Isomeric) C[C@H]1C[C@@H]2[C@@H]([C@H](C(=O)O2)C)[C@@H]3[C@]4([C@@]15C=C[C@]4(C[C@]56[C@H]7CC=C8CC[C@@]9(OC[C@]8(O9)C[C@H]7OC6=O)C)C)O3
InChI InChI=1S/C30H36O7/c1-15-11-19-21(16(2)23(31)34-19)22-30(36-22)25(3)9-10-29(15,30)28(13-25)18-6-5-17-7-8-26(4)33-14-27(17,37-26)12-20(18)35-24(28)32/h5,9-10,15-16,18-22H,6-8,11-14H2,1-4H3/t15-,16+,18-,19+,20+,21+,22+,25-,26+,27+,28+,29-,30-/m0/s1
InChI Key KDUACHYNPUQAPN-XWGDFHDWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O7
Molecular Weight 508.60 g/mol
Exact Mass 508.24610348 g/mol
Topological Polar Surface Area (TPSA) 83.60 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,1'R,2'S,3R,4'R,6S,7R,7'R,8'R,9'R,11'S,12'R,13R)-2',7',12',13-tetramethylspiro[4,14,16-trioxatetracyclo[11.2.1.01,10.03,7]hexadec-9-ene-6,15'-5,10-dioxapentacyclo[10.2.2.01,11.04,8.09,11]hexadec-13-ene]-5,6'-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9860 98.60%
Caco-2 - 0.7301 73.01%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8062 80.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8500 85.00%
OATP1B3 inhibitior + 0.9862 98.62%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9609 96.09%
P-glycoprotein inhibitior + 0.7844 78.44%
P-glycoprotein substrate + 0.6475 64.75%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.8561 85.61%
CYP2C9 inhibition - 0.8946 89.46%
CYP2C19 inhibition - 0.9357 93.57%
CYP2D6 inhibition - 0.9415 94.15%
CYP1A2 inhibition - 0.7156 71.56%
CYP2C8 inhibition + 0.6831 68.31%
CYP inhibitory promiscuity - 0.9349 93.49%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5107 51.07%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9311 93.11%
Skin irritation - 0.5451 54.51%
Skin corrosion - 0.8994 89.94%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4779 47.79%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8414 84.14%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.7182 71.82%
Acute Oral Toxicity (c) III 0.4386 43.86%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.7677 76.77%
Thyroid receptor binding + 0.5394 53.94%
Glucocorticoid receptor binding + 0.8182 81.82%
Aromatase binding + 0.7536 75.36%
PPAR gamma + 0.6766 67.66%
Honey bee toxicity - 0.6917 69.17%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9889 98.89%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.58% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.20% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.75% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.44% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.46% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.98% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.03% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.80% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.75% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.19% 94.80%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.81% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.52% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.40% 95.71%
CHEMBL1914 P06276 Butyrylcholinesterase 82.77% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.65% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.61% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.08% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.51% 86.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.16% 94.42%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.15% 96.77%

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.
Geigeria ornativa

Cross-Links

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PubChem 162881564
LOTUS LTS0143953
wikiData Q105139390