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[(1S,3S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-5-hydroxy-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 5182a629-0072-4940-803a-e8b7e0d043c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,3S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-5-hydroxy-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)CC(=O)OC4)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)CC(=O)OC4)OC(=O)C5=CN=CC=C5)C)C)O)OC(=O)C6=CC=CC=C6)C
InChI InChI=1S/C33H37NO8/c1-20-10-8-14-23-30(20,2)27(41-28(37)21-11-6-5-7-12-21)26(36)32(4)31(23,3)24(16-33(42-32)17-25(35)39-19-33)40-29(38)22-13-9-15-34-18-22/h5-7,9-13,15,18,23-24,26-27,36H,8,14,16-17,19H2,1-4H3/t23-,24-,26-,27-,30-,31-,32-,33-/m0/s1
InChI Key WFFUGMCEOIJHMN-GRTFKUIQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H37NO8
Molecular Weight 575.60 g/mol
Exact Mass 575.25191714 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,4aR,5S,6R,6aR,10aS,10bS)-6-benzoyloxy-5-hydroxy-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 + 0.9734 97.34%
Caco-2 - 0.7513 75.13%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8370 83.70%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8762 87.62%
OATP1B3 inhibitior + 0.8960 89.60%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.9880 98.80%
P-glycoprotein inhibitior + 0.8603 86.03%
P-glycoprotein substrate + 0.5246 52.46%
CYP3A4 substrate + 0.6658 66.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.5629 56.29%
CYP2C9 inhibition - 0.9045 90.45%
CYP2C19 inhibition - 0.8825 88.25%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.5121 51.21%
CYP2C8 inhibition + 0.8724 87.24%
CYP inhibitory promiscuity - 0.7476 74.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4939 49.39%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9247 92.47%
Skin irritation - 0.7316 73.16%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.5419 54.19%
Human Ether-a-go-go-Related Gene inhibition + 0.8080 80.80%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6497 64.97%
Acute Oral Toxicity (c) III 0.4730 47.30%
Estrogen receptor binding + 0.7585 75.85%
Androgen receptor binding + 0.6676 66.76%
Thyroid receptor binding + 0.6317 63.17%
Glucocorticoid receptor binding + 0.7835 78.35%
Aromatase binding + 0.6705 67.05%
PPAR gamma + 0.6292 62.92%
Honey bee toxicity - 0.7755 77.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9687 96.87%

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 97.04% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.44% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.14% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.77% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.18% 96.09%
CHEMBL2535 P11166 Glucose transporter 91.53% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.72% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.88% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.30% 94.80%
CHEMBL5028 O14672 ADAM10 86.64% 97.50%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.44% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.41% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.66% 83.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.82% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL4208 P20618 Proteasome component C5 84.29% 90.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.84% 94.08%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.25% 97.36%
CHEMBL2996 Q05655 Protein kinase C delta 81.04% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.91% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.00% 95.89%

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 44556948
NPASS NPC124029
ChEMBL CHEMBL1077449
LOTUS LTS0058230
wikiData Q105303862