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[(1S,1'S,2S,2'R,3'aS,4'R,5S,5'aS,6R,7S,9R,9'aR,9'bS)-1',4',7-triacetyloxy-9'b-(acetyloxymethyl)-7'-methoxy-2',3,5'a,6,6',9-hexamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodec-3-ene-2,3'-2,3a,4,5,9,9a-hexahydro-1H-cyclopenta[a]naphthalene]-5-yl] benzoate

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 25803a21-5b67-4d71-a98a-6e1a1ee3bd76
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,1'S,2S,2'R,3'aS,4'R,5S,5'aS,6R,7S,9R,9'aR,9'bS)-1',4',7-triacetyloxy-9'b-(acetyloxymethyl)-7'-methoxy-2',3,5'a,6,6',9-hexamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodec-3-ene-2,3'-2,3a,4,5,9,9a-hexahydro-1H-cyclopenta[a]naphthalene]-5-yl] benzoate
SMILES (Canonical) CC1C(C2(C3CC(=O)C(=C(C3(CC(C2C14C(=CC(C5(C46CC(CC5OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)C)OC(=O)C)C)C)OC)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@]2([C@@H]3CC(=O)C(=C([C@]3(C[C@H]([C@@H]2[C@]14C(=C[C@@H]([C@@]5([C@]46C[C@@](C[C@@H]5OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)C)OC(=O)C)C)C)OC)COC(=O)C)OC(=O)C
InChI InChI=1S/C46H56O14/c1-23-17-34(59-39(52)30-15-13-12-14-16-30)43(10)35(57-28(6)49)20-41(8)21-45(43,60-40(41)53)46(23)25(3)38(58-29(7)50)44(22-55-26(4)47)33-18-31(51)36(54-11)24(2)42(33,9)19-32(37(44)46)56-27(5)48/h12-17,25,32-35,37-38H,18-22H2,1-11H3/t25-,32+,33+,34-,35-,37-,38-,41+,42+,43-,44-,45+,46-/m0/s1
InChI Key JOTXPBFUMHLBIE-UVNPYHIJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H56O14
Molecular Weight 832.90 g/mol
Exact Mass 832.36700646 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 14
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,1'S,2S,2'R,3'aS,4'R,5S,5'aS,6R,7S,9R,9'aR,9'bS)-1',4',7-triacetyloxy-9'b-(acetyloxymethyl)-7'-methoxy-2',3,5'a,6,6',9-hexamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodec-3-ene-2,3'-2,3a,4,5,9,9a-hexahydro-1H-cyclopenta[a]naphthalene]-5-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9945 99.45%
Caco-2 - 0.8314 83.14%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6995 69.95%
OATP2B1 inhibitior + 0.5514 55.14%
OATP1B1 inhibitior + 0.8345 83.45%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8543 85.43%
P-glycoprotein substrate + 0.6606 66.06%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8883 88.83%
CYP3A4 inhibition - 0.5579 55.79%
CYP2C9 inhibition - 0.7853 78.53%
CYP2C19 inhibition - 0.7419 74.19%
CYP2D6 inhibition - 0.9532 95.32%
CYP1A2 inhibition - 0.6996 69.96%
CYP2C8 inhibition + 0.7825 78.25%
CYP inhibitory promiscuity - 0.5805 58.05%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5742 57.42%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.7179 71.79%
Skin corrosion - 0.9631 96.31%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8073 80.73%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8103 81.03%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6238 62.38%
Acute Oral Toxicity (c) III 0.3378 33.78%
Estrogen receptor binding + 0.7994 79.94%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.6355 63.55%
Glucocorticoid receptor binding + 0.8083 80.83%
Aromatase binding + 0.6776 67.76%
PPAR gamma + 0.7846 78.46%
Honey bee toxicity - 0.6515 65.15%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.18% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.49% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.81% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.22% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 93.98% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.67% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.96% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.25% 99.23%
CHEMBL5028 O14672 ADAM10 89.90% 97.50%
CHEMBL2535 P11166 Glucose transporter 89.50% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.76% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.28% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.22% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.53% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.35% 98.75%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.89% 89.44%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.75% 83.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.05% 93.00%

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.
Ruptiliocarpon caracolito

Cross-Links

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PubChem 101520124
LOTUS LTS0160996
wikiData Q105132530