Schisandrene

Details

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Internal ID 435f58c1-9912-4fe9-9683-3301735836d1
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(11S,13R)-3,22-dimethoxy-13-methyl-12-methylidene-5,7,18,20-tetraoxapentacyclo[13.7.0.02,10.04,8.017,21]docosa-1(22),2,4(8),9,15,17(21)-hexaen-11-yl] benzoate
SMILES (Canonical) CC1CC2=CC3=C(C(=C2C4=C(C5=C(C=C4C(C1=C)OC(=O)C6=CC=CC=C6)OCO5)OC)OC)OCO3
SMILES (Isomeric) C[C@@H]1CC2=CC3=C(C(=C2C4=C(C5=C(C=C4[C@H](C1=C)OC(=O)C6=CC=CC=C6)OCO5)OC)OC)OCO3
InChI InChI=1S/C29H26O8/c1-15-10-18-11-20-25(35-13-33-20)27(31-3)22(18)23-19(12-21-26(28(23)32-4)36-14-34-21)24(16(15)2)37-29(30)17-8-6-5-7-9-17/h5-9,11-12,15,24H,2,10,13-14H2,1,3-4H3/t15-,24+/m1/s1
InChI Key VBNGAFROWJLPCL-MYYSRTQBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H26O8
Molecular Weight 502.50 g/mol
Exact Mass 502.16276778 g/mol
Topological Polar Surface Area (TPSA) 81.70 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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CHEMBL479899
[(11S,13R)-3,22-dimethoxy-13-methyl-12-methylidene-5,7,18,20-tetraoxapentacyclo[13.7.0.02,10.04,8.017,21]docosa-1(22),2,4(8),9,15,17(21)-hexaen-11-yl] benzoate

2D Structure

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2D Structure of Schisandrene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 - 0.5317 53.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6147 61.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8864 88.64%
OATP1B3 inhibitior + 0.9601 96.01%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.9502 95.02%
P-glycoprotein substrate - 0.7178 71.78%
CYP3A4 substrate + 0.6263 62.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8122 81.22%
CYP3A4 inhibition + 0.9510 95.10%
CYP2C9 inhibition + 0.7616 76.16%
CYP2C19 inhibition + 0.9361 93.61%
CYP2D6 inhibition - 0.5952 59.52%
CYP1A2 inhibition - 0.5674 56.74%
CYP2C8 inhibition + 0.6601 66.01%
CYP inhibitory promiscuity + 0.9196 91.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4757 47.57%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.8599 85.99%
Skin irritation - 0.7894 78.94%
Skin corrosion - 0.9603 96.03%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8177 81.77%
Micronuclear + 0.7074 70.74%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation + 0.5686 56.86%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8916 89.16%
Acute Oral Toxicity (c) III 0.4302 43.02%
Estrogen receptor binding + 0.7702 77.02%
Androgen receptor binding + 0.6984 69.84%
Thyroid receptor binding + 0.6981 69.81%
Glucocorticoid receptor binding + 0.9103 91.03%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7386 73.86%
Honey bee toxicity - 0.8153 81.53%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.42% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.70% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.65% 95.56%
CHEMBL2535 P11166 Glucose transporter 90.35% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.23% 93.99%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.87% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.44% 92.62%
CHEMBL261 P00915 Carbonic anhydrase I 85.24% 96.76%
CHEMBL340 P08684 Cytochrome P450 3A4 84.36% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.19% 99.23%
CHEMBL5028 O14672 ADAM10 84.08% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 83.55% 91.49%
CHEMBL2056 P21728 Dopamine D1 receptor 83.20% 91.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.35% 96.77%

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.
Schisandra chinensis

Cross-Links

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PubChem 11613047
NPASS NPC258322
ChEMBL CHEMBL479899