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[(1S,3R,3'S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-3',5-dihydroxy-4a,6a,7,10b-tetramethyl-2'-oxospiro[2,5,6,9,10,10a-hexahydro-1H-benzo[f]chromene-3,4'-oxolane]-1-yl] pyridine-3-carboxylate

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 250307d7-c61d-4a18-9d9e-f6060dd92889
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,3R,3'S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-3',5-dihydroxy-4a,6a,7,10b-tetramethyl-2'-oxospiro[2,5,6,9,10,10a-hexahydro-1H-benzo[f]chromene-3,4'-oxolane]-1-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1=CCCC2C1(C(C(C3(C2(C(CC4(O3)COC(=O)C4O)OC(=O)C5=CN=CC=C5)C)C)O)OC(=O)C6=CC=CC=C6)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1([C@H]([C@@H]([C@]3([C@@]2([C@H](C[C@@]4(O3)COC(=O)[C@H]4O)OC(=O)C5=CN=CC=C5)C)C)O)OC(=O)C6=CC=CC=C6)C
InChI InChI=1S/C33H37NO9/c1-19-10-8-14-22-30(19,2)26(42-27(37)20-11-6-5-7-12-20)24(35)32(4)31(22,3)23(41-28(38)21-13-9-15-34-17-21)16-33(43-32)18-40-29(39)25(33)36/h5-7,9-13,15,17,22-26,35-36H,8,14,16,18H2,1-4H3/t22-,23-,24-,25+,26-,30-,31-,32-,33+/m0/s1
InChI Key RRELPBHVZSLWQP-QEHVVHPESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H37NO9
Molecular Weight 591.60 g/mol
Exact Mass 591.24683176 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,3'S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-3',5-dihydroxy-4a,6a,7,10b-tetramethyl-2'-oxospiro[2,5,6,9,10,10a-hexahydro-1H-benzo[f]chromene-3,4'-oxolane]-1-yl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9432 94.32%
Caco-2 - 0.7757 77.57%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8032 80.32%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8854 88.54%
OATP1B3 inhibitior + 0.8774 87.74%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7136 71.36%
BSEP inhibitior + 0.9899 98.99%
P-glycoprotein inhibitior + 0.8360 83.60%
P-glycoprotein substrate + 0.5347 53.47%
CYP3A4 substrate + 0.6651 66.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8684 86.84%
CYP3A4 inhibition - 0.8217 82.17%
CYP2C9 inhibition - 0.8441 84.41%
CYP2C19 inhibition - 0.8523 85.23%
CYP2D6 inhibition - 0.9316 93.16%
CYP1A2 inhibition + 0.5086 50.86%
CYP2C8 inhibition + 0.8434 84.34%
CYP inhibitory promiscuity - 0.6553 65.53%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4777 47.77%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9277 92.77%
Skin irritation - 0.7203 72.03%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5919 59.19%
Human Ether-a-go-go-Related Gene inhibition + 0.8097 80.97%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8498 84.98%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6292 62.92%
Acute Oral Toxicity (c) III 0.4331 43.31%
Estrogen receptor binding + 0.7610 76.10%
Androgen receptor binding + 0.7024 70.24%
Thyroid receptor binding + 0.6335 63.35%
Glucocorticoid receptor binding + 0.7727 77.27%
Aromatase binding + 0.6750 67.50%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.7957 79.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9439 94.39%

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
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.94% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.85% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.60% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.62% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.57% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.73% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.03% 91.07%
CHEMBL2535 P11166 Glucose transporter 87.86% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.72% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.99% 83.00%
CHEMBL5028 O14672 ADAM10 85.94% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.53% 89.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.32% 96.00%
CHEMBL4208 P20618 Proteasome component C5 84.20% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.22% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.56% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.04% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.52% 94.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.13% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.09% 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.
Scutellaria barbata

Cross-Links

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PubChem 162927341
LOTUS LTS0267919
wikiData Q105243977