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(7-acetyloxy-3,4,4'-trihydroxy-7'-methoxy-2',3,5'a,6,6',9,9'b-heptamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodecane-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 94211311-63e8-449b-a178-8852fc81e5e1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (7-acetyloxy-3,4,4'-trihydroxy-7'-methoxy-2',3,5'a,6,6',9,9'b-heptamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodecane-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(C(C(C5(C46CC(CC5OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)O)(C)O)O)C)C)OC)C
SMILES (Isomeric) CC1CC2(C3CC(=O)C(=C(C3(CC(C2C14C(C(C(C5(C46CC(CC5OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)O)(C)O)O)C)C)OC)C
InChI InChI=1S/C40H52O11/c1-20-16-36(6)26-15-24(42)28(48-9)21(2)35(26,5)17-25(43)29(36)40(20)38(8,47)30(44)31(50-32(45)23-13-11-10-12-14-23)37(7)27(49-22(3)41)18-34(4)19-39(37,40)51-33(34)46/h10-14,20,25-27,29-31,43-44,47H,15-19H2,1-9H3
InChI Key HBDADCOYAGNTLD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O11
Molecular Weight 708.80 g/mol
Exact Mass 708.35096247 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7-acetyloxy-3,4,4'-trihydroxy-7'-methoxy-2',3,5'a,6,6',9,9'b-heptamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodecane-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 + 0.9770 97.70%
Caco-2 - 0.8362 83.62%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5843 58.43%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8465 84.65%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9677 96.77%
P-glycoprotein inhibitior + 0.8062 80.62%
P-glycoprotein substrate + 0.6268 62.68%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8789 87.89%
CYP3A4 inhibition + 0.5931 59.31%
CYP2C9 inhibition - 0.7993 79.93%
CYP2C19 inhibition - 0.7287 72.87%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.6216 62.16%
CYP2C8 inhibition + 0.7618 76.18%
CYP inhibitory promiscuity - 0.9103 91.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4568 45.68%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.5847 58.47%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7957 79.57%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5223 52.23%
skin sensitisation - 0.8260 82.60%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5147 51.47%
Acute Oral Toxicity (c) I 0.4213 42.13%
Estrogen receptor binding + 0.7703 77.03%
Androgen receptor binding + 0.7603 76.03%
Thyroid receptor binding + 0.6016 60.16%
Glucocorticoid receptor binding + 0.7785 77.85%
Aromatase binding + 0.7078 70.78%
PPAR gamma + 0.7599 75.99%
Honey bee toxicity - 0.6945 69.45%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9961 99.61%

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 97.56% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.30% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.95% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.79% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.21% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.16% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.73% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.67% 97.14%
CHEMBL2535 P11166 Glucose transporter 91.10% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.70% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.77% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.71% 96.09%
CHEMBL5028 O14672 ADAM10 86.85% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.87% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.70% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.26% 95.89%
CHEMBL4208 P20618 Proteasome component C5 84.08% 90.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.41% 85.31%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.17% 82.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.42% 93.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.32% 82.38%
CHEMBL340 P08684 Cytochrome P450 3A4 81.06% 91.19%

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 75239143
LOTUS LTS0223258
wikiData Q105025220