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(+)-Strephibaberine

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 f8e7061f-7259-40c9-8d79-b1ef30b88efe
Taxonomy Lignans, neolignans and related compounds
IUPAC Name (1R,14S)-6,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaen-20-ol
SMILES (Canonical) CN1CCC2=CC(=C(C3=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O3)OC)OC)O
SMILES (Isomeric) CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=CC(=C(C=C7CCN6C)OC)O3)OC)OC)O
InChI InChI=1S/C37H40N2O6/c1-38-14-12-24-20-32(42-4)34-21-27(24)28(38)17-23-8-11-31(41-3)33(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)19-30(40)36(43-5)37(35)45-34/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1
InChI Key VXPVPAHQYCJDTP-WDYNHAJCSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C37H40N2O6
Molecular Weight 608.70 g/mol
Exact Mass 608.28863700 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.86
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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Gyrocarpine (S,R)
(+)-Strephibaberine
6',7,12'-Trimethoxy-2,2'-dimethyloxyacanthan-6-ol
CHEMBL463946
BDBM85442

2D Structure

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2D Structure of (+)-Strephibaberine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7313 73.13%
Caco-2 + 0.6942 69.42%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4604 46.04%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.9370 93.70%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9960 99.60%
P-glycoprotein inhibitior + 0.9479 94.79%
P-glycoprotein substrate + 0.5720 57.20%
CYP3A4 substrate + 0.6744 67.44%
CYP2C9 substrate + 0.7890 78.90%
CYP2D6 substrate + 0.7253 72.53%
CYP3A4 inhibition - 0.8871 88.71%
CYP2C9 inhibition - 0.9439 94.39%
CYP2C19 inhibition - 0.9302 93.02%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.8759 87.59%
CYP2C8 inhibition + 0.5863 58.63%
CYP inhibitory promiscuity - 0.9683 96.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6429 64.29%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9435 94.35%
Skin irritation - 0.7781 77.81%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis + 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9366 93.66%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.8908 89.08%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8622 86.22%
Acute Oral Toxicity (c) III 0.7174 71.74%
Estrogen receptor binding + 0.6790 67.90%
Androgen receptor binding + 0.7091 70.91%
Thyroid receptor binding + 0.6184 61.84%
Glucocorticoid receptor binding + 0.8412 84.12%
Aromatase binding + 0.5413 54.13%
PPAR gamma + 0.6069 60.69%
Honey bee toxicity - 0.7582 75.82%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.8187 81.87%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.54% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 96.54% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 95.39% 91.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.52% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.27% 91.11%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.22% 89.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.66% 93.99%
CHEMBL2581 P07339 Cathepsin D 89.14% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.91% 94.45%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.88% 82.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.39% 95.56%
CHEMBL2535 P11166 Glucose transporter 87.38% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.63% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.30% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.69% 89.00%
CHEMBL4208 P20618 Proteasome component C5 84.84% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.71% 95.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.35% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.81% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.90% 95.89%
CHEMBL261 P00915 Carbonic anhydrase I 81.72% 96.76%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.67% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.45% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.30% 89.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.30% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.13% 90.71%

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.
Stephania pierrei

Cross-Links

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PubChem 9938773
NPASS NPC311973
ChEMBL CHEMBL463946
LOTUS LTS0001071
wikiData Q104402140