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[(1S,3R,4aR,5S,6R,6aR,10R,10aS,10bS)-5,6,10-triacetyloxy-4a,6a,10b-trimethyl-7-methylidene-2'-oxospiro[1,2,5,6,8,9,10,10a-octahydrobenzo[f]chromene-3,4'-oxolane]-1-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 2212c2f2-a923-4889-8813-f34451786216
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,3R,4aR,5S,6R,6aR,10R,10aS,10bS)-5,6,10-triacetyloxy-4a,6a,10b-trimethyl-7-methylidene-2'-oxospiro[1,2,5,6,8,9,10,10a-octahydrobenzo[f]chromene-3,4'-oxolane]-1-yl] benzoate
SMILES (Canonical) CC(=O)OC1CCC(=C)C2(C1C3(C(CC4(CC(=O)OC4)OC3(C(C2OC(=O)C)OC(=O)C)C)OC(=O)C5=CC=CC=C5)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1CCC(=C)[C@]2([C@H]1[C@]3([C@H](C[C@]4(CC(=O)OC4)O[C@]3([C@H]([C@@H]2OC(=O)C)OC(=O)C)C)OC(=O)C5=CC=CC=C5)C)C
InChI InChI=1S/C33H40O11/c1-18-13-14-23(40-19(2)34)26-30(18,5)27(41-20(3)35)28(42-21(4)36)32(7)31(26,6)24(15-33(44-32)16-25(37)39-17-33)43-29(38)22-11-9-8-10-12-22/h8-12,23-24,26-28H,1,13-17H2,2-7H3/t23-,24+,26+,27+,28+,30+,31-,32+,33-/m1/s1
InChI Key SSMJCVGYZNGJRS-NQMFGKHJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H40O11
Molecular Weight 612.70 g/mol
Exact Mass 612.25706209 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,4aR,5S,6R,6aR,10R,10aS,10bS)-5,6,10-triacetyloxy-4a,6a,10b-trimethyl-7-methylidene-2'-oxospiro[1,2,5,6,8,9,10,10a-octahydrobenzo[f]chromene-3,4'-oxolane]-1-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 + 0.9830 98.30%
Caco-2 - 0.7854 78.54%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8084 80.84%
OATP2B1 inhibitior - 0.7214 72.14%
OATP1B1 inhibitior + 0.8323 83.23%
OATP1B3 inhibitior + 0.8176 81.76%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9596 95.96%
P-glycoprotein inhibitior + 0.8740 87.40%
P-glycoprotein substrate - 0.5380 53.80%
CYP3A4 substrate + 0.6930 69.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8712 87.12%
CYP3A4 inhibition + 0.6629 66.29%
CYP2C9 inhibition - 0.8663 86.63%
CYP2C19 inhibition - 0.7891 78.91%
CYP2D6 inhibition - 0.9182 91.82%
CYP1A2 inhibition - 0.5448 54.48%
CYP2C8 inhibition + 0.8122 81.22%
CYP inhibitory promiscuity - 0.6788 67.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5521 55.21%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.8905 89.05%
Skin irritation - 0.6217 62.17%
Skin corrosion - 0.8956 89.56%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6838 68.38%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6217 62.17%
skin sensitisation - 0.7746 77.46%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.7393 73.93%
Acute Oral Toxicity (c) III 0.4748 47.48%
Estrogen receptor binding + 0.8197 81.97%
Androgen receptor binding + 0.7049 70.49%
Thyroid receptor binding + 0.6417 64.17%
Glucocorticoid receptor binding + 0.7807 78.07%
Aromatase binding + 0.6881 68.81%
PPAR gamma + 0.7194 71.94%
Honey bee toxicity - 0.7588 75.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9914 99.14%

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
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.95% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.65% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 94.30% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.79% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.70% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.91% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.35% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.22% 85.14%
CHEMBL2535 P11166 Glucose transporter 90.34% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 86.53% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.27% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.05% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.78% 83.00%
CHEMBL5028 O14672 ADAM10 85.42% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.25% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.80% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.09% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.52% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.56% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.03% 94.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11039362
LOTUS LTS0040283
wikiData Q105259765