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[(1S,2R,2'S,3'aS,4'R,5S,5'aS,6S,7R,8S,9S,9'aS,9'bS)-4',7,8-triacetyloxy-7'-methoxy-2',3,5'a,6,6',9,9'b-heptamethyl-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 74755202-4d7f-48d6-9734-3c38d7a7ee61
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,2'S,3'aS,4'R,5S,5'aS,6S,7R,8S,9S,9'aS,9'bS)-4',7,8-triacetyloxy-7'-methoxy-2',3,5'a,6,6',9,9'b-heptamethyl-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) CC1CC2(C3CC(=O)C(=C(C3(CC(C2C14C(=CC(C5(C46CC(C(C5OC(=O)C)OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)C)OC(=O)C)C)C)OC)C
SMILES (Isomeric) C[C@H]1C[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@@H]([C@@H]5OC(=O)C)OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)C)OC(=O)C)C)C)OC)C
InChI InChI=1S/C44H54O12/c1-22-17-32(55-37(49)28-15-13-12-14-16-28)42(10)36(54-27(6)47)35(53-26(5)46)41(9)21-43(42,56-38(41)50)44(22)23(2)19-40(8)31-18-29(48)33(51-11)24(3)39(31,7)20-30(34(40)44)52-25(4)45/h12-17,23,30-32,34-36H,18-21H2,1-11H3/t23-,30+,31+,32-,34-,35+,36-,39+,40-,41-,42-,43+,44+/m0/s1
InChI Key BFXFFTRLJXJGTQ-KNNHLRTBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H54O12
Molecular Weight 774.90 g/mol
Exact Mass 774.36152715 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.25
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,2'S,3'aS,4'R,5S,5'aS,6S,7R,8S,9S,9'aS,9'bS)-4',7,8-triacetyloxy-7'-methoxy-2',3,5'a,6,6',9,9'b-heptamethyl-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 + 0.9950 99.50%
Caco-2 - 0.8320 83.20%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5875 58.75%
OATP2B1 inhibitior - 0.5821 58.21%
OATP1B1 inhibitior + 0.8533 85.33%
OATP1B3 inhibitior + 0.8979 89.79%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9969 99.69%
P-glycoprotein inhibitior + 0.8666 86.66%
P-glycoprotein substrate + 0.5988 59.88%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8883 88.83%
CYP3A4 inhibition + 0.5858 58.58%
CYP2C9 inhibition - 0.8817 88.17%
CYP2C19 inhibition - 0.7667 76.67%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.6624 66.24%
CYP2C8 inhibition + 0.7821 78.21%
CYP inhibitory promiscuity - 0.7476 74.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5045 50.45%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.6845 68.45%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7361 73.61%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.7866 78.66%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6168 61.68%
Acute Oral Toxicity (c) III 0.3372 33.72%
Estrogen receptor binding + 0.8047 80.47%
Androgen receptor binding + 0.7566 75.66%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.8218 82.18%
Aromatase binding + 0.6926 69.26%
PPAR gamma + 0.7851 78.51%
Honey bee toxicity - 0.6865 68.65%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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 96.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.73% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.28% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.27% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.90% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 91.91% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.76% 97.14%
CHEMBL2535 P11166 Glucose transporter 90.29% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.26% 96.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.93% 83.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.23% 91.11%
CHEMBL2039 P27338 Monoamine oxidase B 89.05% 92.51%
CHEMBL5028 O14672 ADAM10 87.69% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 87.52% 91.49%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.62% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.12% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.50% 93.99%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.45% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.34% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.64% 82.69%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.86% 97.33%
CHEMBL4208 P20618 Proteasome component C5 80.55% 90.00%

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 162884337
LOTUS LTS0176363
wikiData Q104934998