16,17-Dehydroisostrychnobiline

Details

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Internal ID e7094bfe-2608-4e64-ab0f-8d75beae50d4
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name 1-[(1R,9S,10R,11R,12E,17S)-12-ethylidene-10-[(1R,13S,14E,19S,21R)-14-ethylidene-10-oxa-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-yl]-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-8-yl]ethanone
SMILES (Canonical) CC=C1CN2CCC34C2CC1C(C3N(C5=CC=CC=C45)C(=O)C)C6N7C8C(=CO6)C9CC1C8(CCN1CC9=CC)C1=CC=CC=C17
SMILES (Isomeric) C/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]([C@@H]3N(C5=CC=CC=C45)C(=O)C)C6N7[C@H]8C(=CO6)[C@H]\9C[C@H]1[C@@]8(CCN1C/C9=C/C)C1=CC=CC=C17
InChI InChI=1S/C40H44N4O2/c1-4-24-20-41-16-14-39-30-11-7-9-13-32(30)44-36(39)28(26(24)18-33(39)41)22-46-38(44)35-27-19-34-40(15-17-42(34)21-25(27)5-2)29-10-6-8-12-31(29)43(23(3)45)37(35)40/h4-13,22,26-27,33-38H,14-21H2,1-3H3/b24-4-,25-5-/t26-,27-,33-,34-,35+,36-,37-,38?,39+,40+/m0/s1
InChI Key AHKFGBZDFCALED-HQFRWVGRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H44N4O2
Molecular Weight 612.80 g/mol
Exact Mass 612.34642666 g/mol
Topological Polar Surface Area (TPSA) 39.30 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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CHEMBL450733

2D Structure

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2D Structure of 16,17-Dehydroisostrychnobiline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9857 98.57%
Caco-2 - 0.7139 71.39%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5527 55.27%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.7631 76.31%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.9282 92.82%
P-glycoprotein substrate + 0.6172 61.72%
CYP3A4 substrate + 0.6605 66.05%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.7273 72.73%
CYP3A4 inhibition + 0.5482 54.82%
CYP2C9 inhibition - 0.6870 68.70%
CYP2C19 inhibition - 0.5965 59.65%
CYP2D6 inhibition - 0.8019 80.19%
CYP1A2 inhibition - 0.7702 77.02%
CYP2C8 inhibition + 0.6469 64.69%
CYP inhibitory promiscuity - 0.6623 66.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6375 63.75%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.7850 78.50%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition + 0.9202 92.02%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8306 83.06%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5989 59.89%
Acute Oral Toxicity (c) III 0.5090 50.90%
Estrogen receptor binding + 0.8288 82.88%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.6133 61.33%
Glucocorticoid receptor binding + 0.8221 82.21%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7332 73.32%
Honey bee toxicity - 0.8373 83.73%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5651 56.51%
Fish aquatic toxicity + 0.9856 98.56%

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 97.82% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.60% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.36% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.22% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.86% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.48% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.88% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.15% 91.19%
CHEMBL4208 P20618 Proteasome component C5 82.56% 90.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.05% 85.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.75% 100.00%
CHEMBL5028 O14672 ADAM10 81.69% 97.50%

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.
Strychnos kasengaensis

Cross-Links

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PubChem 44559878
LOTUS LTS0132453
wikiData Q104912294