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(E)-5-[(1S,12S,15R,16S,17S,20S)-17-hydroxy-1,16,20-trimethyl-6,7-bis(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-16-yl]-2-methylpent-2-enoic acid

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 cb16c725-47b2-49a1-a453-29ce21789d57
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (E)-5-[(1S,12S,15R,16S,17S,20S)-17-hydroxy-1,16,20-trimethyl-6,7-bis(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-16-yl]-2-methylpent-2-enoic acid
SMILES (Canonical) CC(=CCC1=CC2=C(C=C1CC=C(C)C)NC3=C2CC4C3(C5(CCC(C(C5CC4)(C)CCC=C(C)C(=O)O)O)C)C)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=C1CC=C(C)C)NC3=C2C[C@H]4[C@]3([C@]5(CC[C@@H]([C@@]([C@@H]5CC4)(C)CC/C=C(\C)/C(=O)O)O)C)C)C
InChI InChI=1S/C38H53NO3/c1-23(2)11-13-26-20-29-30-22-28-15-16-32-36(6,18-9-10-25(5)35(41)42)33(40)17-19-37(32,7)38(28,8)34(30)39-31(29)21-27(26)14-12-24(3)4/h10-12,20-21,28,32-33,39-40H,9,13-19,22H2,1-8H3,(H,41,42)/b25-10+/t28-,32-,33-,36-,37-,38+/m0/s1
InChI Key PXWYOWVPPKWVSA-BCXWQBPRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H53NO3
Molecular Weight 571.80 g/mol
Exact Mass 571.40254455 g/mol
Topological Polar Surface Area (TPSA) 73.30 Ų
XlogP 10.10
Atomic LogP (AlogP) 9.00
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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(E)-5-((1S,12S,15R,16S,17S,20S)-17-hydroxy-1,16,20-trimethyl-6,7-bis(3-methylbut-2-enyl)-3-azapentacyclo(10.8.0.02,10.04,9.015,20)icosa-2(10),4(9),5,7-tetraen-16-yl)-2-methylpent-2-enoic acid
(E)-5-[(1S,12S,15R,16S,17S,20S)-17-hydroxy-1,16,20-trimethyl-6,7-bis(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-16-yl]-2-methylpent-2-enoic acid
RefChem:927866
766545-95-3
SCHEMBL20857125
CHEBI:207045

2D Structure

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2D Structure of (E)-5-[(1S,12S,15R,16S,17S,20S)-17-hydroxy-1,16,20-trimethyl-6,7-bis(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-16-yl]-2-methylpent-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.7626 76.26%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6762 67.62%
OATP2B1 inhibitior - 0.7097 70.97%
OATP1B1 inhibitior + 0.8233 82.33%
OATP1B3 inhibitior + 0.9254 92.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9969 99.69%
P-glycoprotein inhibitior + 0.8574 85.74%
P-glycoprotein substrate + 0.5964 59.64%
CYP3A4 substrate + 0.6640 66.40%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate - 0.8850 88.50%
CYP3A4 inhibition + 0.6841 68.41%
CYP2C9 inhibition - 0.7616 76.16%
CYP2C19 inhibition - 0.5387 53.87%
CYP2D6 inhibition - 0.8700 87.00%
CYP1A2 inhibition + 0.7129 71.29%
CYP2C8 inhibition + 0.6087 60.87%
CYP inhibitory promiscuity + 0.7669 76.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5882 58.82%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.7018 70.18%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7973 79.73%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5790 57.90%
skin sensitisation - 0.7924 79.24%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8771 87.71%
Acute Oral Toxicity (c) III 0.5805 58.05%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7096 70.96%
Thyroid receptor binding + 0.6295 62.95%
Glucocorticoid receptor binding + 0.7744 77.44%
Aromatase binding + 0.7792 77.92%
PPAR gamma + 0.6981 69.81%
Honey bee toxicity - 0.8214 82.14%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9955 99.55%

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 99.32% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.11% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.74% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.82% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.08% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.59% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.63% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 88.29% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.78% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.03% 93.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.68% 97.50%
CHEMBL240 Q12809 HERG 84.11% 89.76%
CHEMBL1914 P06276 Butyrylcholinesterase 83.73% 95.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.97% 98.59%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.09% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.08% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.76% 94.80%
CHEMBL2535 P11166 Glucose transporter 81.29% 98.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.20% 95.50%

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.
There are no matching plants.

Cross-Links

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PubChem 11169099
LOTUS LTS0269544
wikiData Q77515804