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[(1R,2S,2'S,3R,3'aS,4R,4'R,5R,5'aS,6R,7S,9R,9'aS,9'bS)-4,7-diacetyloxy-3,4'-dihydroxy-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 b3c4d18d-da61-484b-bbcd-7bc01c3f7e05
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,2'S,3R,3'aS,4R,4'R,5R,5'aS,6R,7S,9R,9'aS,9'bS)-4,7-diacetyloxy-3,4'-dihydroxy-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)OC(=O)C)(C)O)O)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@]14[C@@]([C@@H]([C@@H]([C@@]5([C@]46C[C@@](C[C@@H]5OC(=O)C)(C(=O)O6)C)C)OC(=O)C7=CC=CC=C7)OC(=O)C)(C)O)O)C)C)OC)C
InChI InChI=1S/C42H54O12/c1-21-17-38(7)28-16-26(45)30(50-10)22(2)37(28,6)18-27(46)31(38)42(21)40(9,49)33(52-24(4)44)32(53-34(47)25-14-12-11-13-15-25)39(8)29(51-23(3)43)19-36(5)20-41(39,42)54-35(36)48/h11-15,21,27-29,31-33,46,49H,16-20H2,1-10H3/t21-,27+,28+,29-,31-,32-,33+,36+,37+,38-,39+,40-,41+,42-/m0/s1
InChI Key OSZHXHXGXNDJCF-RMVKTGODSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H54O12
Molecular Weight 750.90 g/mol
Exact Mass 750.36152715 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.87
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,2'S,3R,3'aS,4R,4'R,5R,5'aS,6R,7S,9R,9'aS,9'bS)-4,7-diacetyloxy-3,4'-dihydroxy-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 + 0.9872 98.72%
Caco-2 - 0.8371 83.71%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5746 57.46%
OATP2B1 inhibitior - 0.7192 71.92%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.9233 92.33%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9899 98.99%
P-glycoprotein inhibitior + 0.8297 82.97%
P-glycoprotein substrate + 0.6272 62.72%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition + 0.5991 59.91%
CYP2C9 inhibition - 0.8098 80.98%
CYP2C19 inhibition - 0.7722 77.22%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.6179 61.79%
CYP2C8 inhibition + 0.7821 78.21%
CYP inhibitory promiscuity - 0.8554 85.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4257 42.57%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.5721 57.21%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7551 75.51%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5973 59.73%
skin sensitisation - 0.8270 82.70%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5228 52.28%
Acute Oral Toxicity (c) I 0.4944 49.44%
Estrogen receptor binding + 0.7739 77.39%
Androgen receptor binding + 0.7585 75.85%
Thyroid receptor binding + 0.6059 60.59%
Glucocorticoid receptor binding + 0.7872 78.72%
Aromatase binding + 0.6864 68.64%
PPAR gamma + 0.7780 77.80%
Honey bee toxicity - 0.7044 70.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9956 99.56%

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 97.84% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.91% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.88% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.40% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.17% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.66% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 91.61% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.25% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.05% 95.50%
CHEMBL2535 P11166 Glucose transporter 90.84% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.19% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.27% 96.09%
CHEMBL5028 O14672 ADAM10 87.68% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.70% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.65% 91.19%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.32% 82.38%
CHEMBL4208 P20618 Proteasome component C5 80.89% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.84% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.80% 82.69%

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 163014572
LOTUS LTS0103327
wikiData Q105199410