Sessein

Details

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Internal ID 15332db9-64a9-4f81-84bd-450642d03e4c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,8R,10R,11S)-6-hydroxy-11-methyl-3,4,12-trioxo-5-propan-2-yl-13-oxatetracyclo[9.3.3.01,10.02,7]heptadeca-2(7),5-dien-8-yl] acetate
SMILES (Canonical) CC(C)C1=C(C2=C(C(=O)C1=O)C34CCCC(C3CC2OC(=O)C)(C(=O)OC4)C)O
SMILES (Isomeric) CC(C)C1=C(C2=C(C(=O)C1=O)[C@@]34CCC[C@@]([C@@H]3C[C@H]2OC(=O)C)(C(=O)OC4)C)O
InChI InChI=1S/C22H26O7/c1-10(2)14-17(24)15-12(29-11(3)23)8-13-21(4)6-5-7-22(13,9-28-20(21)27)16(15)19(26)18(14)25/h10,12-13,24H,5-9H2,1-4H3/t12-,13+,21+,22-/m1/s1
InChI Key BPQUGAYODDFVMA-NJEWNWGJSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O7
Molecular Weight 402.40 g/mol
Exact Mass 402.16785316 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Sessein

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9617 96.17%
Caco-2 + 0.6468 64.68%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8808 88.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8646 86.46%
OATP1B3 inhibitior + 0.9033 90.33%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.5272 52.72%
P-glycoprotein inhibitior - 0.5616 56.16%
P-glycoprotein substrate - 0.6474 64.74%
CYP3A4 substrate + 0.6517 65.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8972 89.72%
CYP3A4 inhibition - 0.8545 85.45%
CYP2C9 inhibition - 0.8523 85.23%
CYP2C19 inhibition - 0.8995 89.95%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.5241 52.41%
CYP2C8 inhibition - 0.6108 61.08%
CYP inhibitory promiscuity - 0.9377 93.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6314 63.14%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8241 82.41%
Skin irritation + 0.5103 51.03%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7147 71.47%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5305 53.05%
skin sensitisation - 0.8389 83.89%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.9123 91.23%
Acute Oral Toxicity (c) III 0.6891 68.91%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.6445 64.45%
Thyroid receptor binding + 0.5469 54.69%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding - 0.5196 51.96%
PPAR gamma + 0.8126 81.26%
Honey bee toxicity - 0.6529 65.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9879 98.79%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.73% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.66% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.17% 82.69%
CHEMBL2581 P07339 Cathepsin D 94.12% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.67% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.43% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 90.45% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 89.87% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.58% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.86% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.73% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.05% 95.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.01% 85.14%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.79% 95.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.35% 96.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.89% 91.07%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.04% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.72% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.13% 89.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.05% 91.24%

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.
Salvia regla
Salvia sessei

Cross-Links

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PubChem 13967167
LOTUS LTS0274087
wikiData Q104403734