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[(1R,2S,2'S,3R,3'aS,4R,4'R,5R,5'aS,6R,7S,9R,9'aS,9'bS)-4,5,7-triacetyloxy-3-hydroxy-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]-4'-yl] acetate

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 17feae9c-d38f-4d67-8e28-a7033dca2dfa
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)-4,5,7-triacetyloxy-3-hydroxy-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]-4'-yl] acetate
SMILES (Canonical) CC1CC2(C3CC(=O)C(=C(C3(CC(C2C14C(C(C(C5(C46CC(CC5OC(=O)C)(C(=O)O6)C)C)OC(=O)C)OC(=O)C)(C)O)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@]14[C@@]([C@@H]([C@@H]([C@@]5([C@]46C[C@@](C[C@@H]5OC(=O)C)(C(=O)O6)C)C)OC(=O)C)OC(=O)C)(C)O)OC(=O)C)C)C)OC)C
InChI InChI=1S/C39H54O13/c1-18-14-35(9)26-13-24(44)28(47-12)19(2)34(26,8)15-25(48-20(3)40)29(35)39(18)37(11,46)31(51-23(6)43)30(50-22(5)42)36(10)27(49-21(4)41)16-33(7)17-38(36,39)52-32(33)45/h18,25-27,29-31,46H,13-17H2,1-12H3/t18-,25+,26+,27-,29-,30-,31+,33+,34+,35-,36+,37-,38+,39-/m0/s1
InChI Key YCYZZRMSRDHTLP-IOCVIMJTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O13
Molecular Weight 730.80 g/mol
Exact Mass 730.35644177 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 13
H-Bond Donor 1
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)-4,5,7-triacetyloxy-3-hydroxy-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]-4'-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9848 98.48%
Caco-2 - 0.8223 82.23%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6436 64.36%
OATP2B1 inhibitior - 0.7219 72.19%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9787 97.87%
P-glycoprotein inhibitior + 0.7987 79.87%
P-glycoprotein substrate + 0.5181 51.81%
CYP3A4 substrate + 0.7152 71.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition - 0.6154 61.54%
CYP2C9 inhibition - 0.8724 87.24%
CYP2C19 inhibition - 0.8343 83.43%
CYP2D6 inhibition - 0.9599 95.99%
CYP1A2 inhibition - 0.6197 61.97%
CYP2C8 inhibition + 0.6647 66.47%
CYP inhibitory promiscuity - 0.8913 89.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4895 48.95%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8924 89.24%
Skin irritation - 0.5508 55.08%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4728 47.28%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.6098 60.98%
skin sensitisation - 0.8259 82.59%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6200 62.00%
Acute Oral Toxicity (c) II 0.3055 30.55%
Estrogen receptor binding + 0.7477 74.77%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding + 0.5399 53.99%
Glucocorticoid receptor binding + 0.7602 76.02%
Aromatase binding + 0.7326 73.26%
PPAR gamma + 0.7323 73.23%
Honey bee toxicity - 0.6716 67.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9922 99.22%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.67% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.26% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.56% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.58% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.03% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.47% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.45% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.65% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.89% 92.94%
CHEMBL2581 P07339 Cathepsin D 86.52% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.19% 85.30%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.23% 95.50%
CHEMBL5028 O14672 ADAM10 83.48% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.98% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.35% 91.19%
CHEMBL2535 P11166 Glucose transporter 81.75% 98.75%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.51% 92.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.42% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.88% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.72% 93.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.70% 82.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.57% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.11% 100.00%

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 163027405
LOTUS LTS0164567
wikiData Q105346600