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[(1S,3S,3'R,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] 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 623c37b7-4ed8-43b1-8f2f-80a8b2a57588
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,3S,3'R,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] benzoate
SMILES (Canonical) CC1=CCCC2C1(C(C(C3(C2(C(CC4(O3)COC(=O)C4O)OC(=O)C5=CC=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=CC=CC=C5)C)C)O)OC(=O)C6=CC=CC=C6)C
InChI InChI=1S/C34H38O9/c1-20-12-11-17-23-31(20,2)27(42-29(38)22-15-9-6-10-16-22)25(35)33(4)32(23,3)24(41-28(37)21-13-7-5-8-14-21)18-34(43-33)19-40-30(39)26(34)36/h5-10,12-16,23-27,35-36H,11,17-19H2,1-4H3/t23-,24-,25-,26-,27-,31-,32-,33-,34-/m0/s1
InChI Key OZTNIMLSGDADPT-LNLDCUPPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H38O9
Molecular Weight 590.70 g/mol
Exact Mass 590.25158279 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 9
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,3S,3'R,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] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9515 95.15%
Caco-2 - 0.7711 77.11%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8682 86.82%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8866 88.66%
OATP1B3 inhibitior + 0.8175 81.75%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7136 71.36%
BSEP inhibitior + 0.9800 98.00%
P-glycoprotein inhibitior + 0.8470 84.70%
P-glycoprotein substrate - 0.5300 53.00%
CYP3A4 substrate + 0.6715 67.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8566 85.66%
CYP3A4 inhibition - 0.8869 88.69%
CYP2C9 inhibition - 0.8412 84.12%
CYP2C19 inhibition - 0.8852 88.52%
CYP2D6 inhibition - 0.9242 92.42%
CYP1A2 inhibition - 0.6695 66.95%
CYP2C8 inhibition + 0.7210 72.10%
CYP inhibitory promiscuity - 0.8231 82.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5059 50.59%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.6304 63.04%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.6519 65.19%
Human Ether-a-go-go-Related Gene inhibition + 0.8343 83.43%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8605 86.05%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7441 74.41%
Acute Oral Toxicity (c) I 0.5782 57.82%
Estrogen receptor binding + 0.7812 78.12%
Androgen receptor binding + 0.7221 72.21%
Thyroid receptor binding + 0.6101 61.01%
Glucocorticoid receptor binding + 0.7854 78.54%
Aromatase binding + 0.6861 68.61%
PPAR gamma + 0.6460 64.60%
Honey bee toxicity - 0.8266 82.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9866 98.66%

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 95.31% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.20% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.95% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 92.82% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.25% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.44% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.53% 97.09%
CHEMBL5028 O14672 ADAM10 86.25% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.99% 83.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.57% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.14% 89.00%
CHEMBL2535 P11166 Glucose transporter 83.41% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.22% 95.50%
CHEMBL4072 P07858 Cathepsin B 82.88% 93.67%
CHEMBL340 P08684 Cytochrome P450 3A4 82.46% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.32% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.46% 100.00%
CHEMBL4208 P20618 Proteasome component C5 81.41% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.61% 93.03%

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 122177453
LOTUS LTS0175075
wikiData Q105204089