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[(1R,2S,3R,4S,4aS,8aR)-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(2R)-6-oxo-3,4-dihydro-2H-furo[2,3-c]furan-2-yl]-2,4a,5,6-tetrahydro-1H-naphthalen-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 6abdb5b8-f397-4b84-9e13-b99f42fe70ce
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4S,4aS,8aR)-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(2R)-6-oxo-3,4-dihydro-2H-furo[2,3-c]furan-2-yl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1=CCCC2C1(C(C(C(C2(C)C3CC4=C(O3)C(=O)OC4)(C)O)OC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1([C@H]([C@@H]([C@]([C@]2(C)[C@H]3CC4=C(O3)C(=O)OC4)(C)O)OC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6)C
InChI InChI=1S/C33H35NO8/c1-19-10-8-14-23-31(19,2)26(41-29(36)21-13-9-15-34-17-21)27(42-28(35)20-11-6-5-7-12-20)33(4,38)32(23,3)24-16-22-18-39-30(37)25(22)40-24/h5-7,9-13,15,17,23-24,26-27,38H,8,14,16,18H2,1-4H3/t23-,24+,26-,27-,31-,32-,33-/m0/s1
InChI Key NFCXCBLWABDYMW-FWQSJGQVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H35NO8
Molecular Weight 573.60 g/mol
Exact Mass 573.23626707 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.57
H-Bond Acceptor 9
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,3R,4S,4aS,8aR)-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-4-[(2R)-6-oxo-3,4-dihydro-2H-furo[2,3-c]furan-2-yl]-2,4a,5,6-tetrahydro-1H-naphthalen-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 + 0.9700 97.00%
Caco-2 - 0.7579 75.79%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8624 86.24%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.9004 90.04%
OATP1B3 inhibitior + 0.8746 87.46%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9880 98.80%
P-glycoprotein inhibitior + 0.8978 89.78%
P-glycoprotein substrate - 0.5873 58.73%
CYP3A4 substrate + 0.6578 65.78%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8883 88.83%
CYP3A4 inhibition - 0.5958 59.58%
CYP2C9 inhibition - 0.7992 79.92%
CYP2C19 inhibition - 0.8430 84.30%
CYP2D6 inhibition - 0.9222 92.22%
CYP1A2 inhibition - 0.5217 52.17%
CYP2C8 inhibition + 0.8433 84.33%
CYP inhibitory promiscuity - 0.5603 56.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4273 42.73%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9204 92.04%
Skin irritation - 0.7173 71.73%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.5989 59.89%
Human Ether-a-go-go-Related Gene inhibition + 0.6548 65.48%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8561 85.61%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5131 51.31%
Acute Oral Toxicity (c) III 0.3859 38.59%
Estrogen receptor binding + 0.7979 79.79%
Androgen receptor binding + 0.6951 69.51%
Thyroid receptor binding + 0.6313 63.13%
Glucocorticoid receptor binding + 0.7984 79.84%
Aromatase binding + 0.6375 63.75%
PPAR gamma + 0.6835 68.35%
Honey bee toxicity - 0.8057 80.57%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9541 95.41%

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 97.19% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.46% 86.33%
CHEMBL2535 P11166 Glucose transporter 92.59% 98.75%
CHEMBL2581 P07339 Cathepsin D 91.49% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 89.63% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.52% 85.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.40% 83.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.93% 96.00%
CHEMBL5028 O14672 ADAM10 87.63% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.04% 97.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.88% 97.33%
CHEMBL6007 O75762 Transient receptor potential cation channel subfamily A member 1 82.87% 92.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.45% 94.80%
CHEMBL1951 P21397 Monoamine oxidase A 81.96% 91.49%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 81.12% 95.55%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.11% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 80.90% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.68% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.59% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.12% 81.11%

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 44556950
NPASS NPC148860
ChEMBL CHEMBL1077451
LOTUS LTS0063669
wikiData Q105178375