PlantaeDB Logo
Login Sign-up

Fischerindoline

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

Top
Internal ID b69d7fd9-c637-47ca-9bd3-2b7ec9de2431
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2R,4aR,5R,8R,8aR)-2-acetyloxy-8a-hydroxy-3,8-dimethyl-5-prop-1-en-2-yl-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-yl] (2S,3aR,8bR)-8b-hydroxy-4-methyl-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-2-carboxylate
SMILES (Canonical) CC1CCC(C2C1(C(C(C(=C2)C)OC(=O)C)OC(=O)C3CC4(C(N3)N(C5=CC=CC=C54)C)O)O)C(=C)C
SMILES (Isomeric) C[C@@H]1CC[C@H]([C@@H]2[C@]1([C@H]([C@@H](C(=C2)C)OC(=O)C)OC(=O)[C@@H]3C[C@@]4([C@H](N3)N(C5=CC=CC=C54)C)O)O)C(=C)C
InChI InChI=1S/C29H38N2O6/c1-15(2)19-12-11-17(4)29(35)21(19)13-16(3)24(36-18(5)32)25(29)37-26(33)22-14-28(34)20-9-7-8-10-23(20)31(6)27(28)30-22/h7-10,13,17,19,21-22,24-25,27,30,34-35H,1,11-12,14H2,2-6H3/t17-,19+,21-,22+,24-,25+,27-,28-,29-/m1/s1
InChI Key JVCPFZFQXUZUMV-KLSGDAIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H38N2O6
Molecular Weight 510.60 g/mol
Exact Mass 510.27298694 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
[(1S,2R,4aR,5R,8R,8aR)-2-acetyloxy-8a-hydroxy-3,8-dimethyl-5-prop-1-en-2-yl-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-yl] (2S,3aR,8bR)-8b-hydroxy-4-methyl-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-2-carboxylate
((1S,2R,4aR,5R,8R,8aR)-2-acetyloxy-8a-hydroxy-3,8-dimethyl-5-prop-1-en-2-yl-2,4a,5,6,7,8-hexahydro-1H-naphthalen-1-yl) (2S,3aR,8bR)-8b-hydroxy-4-methyl-1,2,3,3a-tetrahydropyrrolo(2,3-b)indole-2-carboxylate
(1S,2R,4AR,5R,8R,8ar)-2-(acetyloxy)-8a-hydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl (2S,3ar,8ar)-3a-hydroxy-8-methyl-1H,2H,3H,3ah,8H,8ah-pyrrolo(2,3-b)indole-2-carboxylic acid
(1S,2R,4AR,5R,8R,8ar)-2-(acetyloxy)-8a-hydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl (2S,3ar,8ar)-3a-hydroxy-8-methyl-1H,2H,3H,3ah,8H,8ah-pyrrolo[2,3-b]indole-2-carboxylic acid
RefChem:140490
SCHEMBL30484005
CHEBI:203005

2D Structure

Top
2D Structure of Fischerindoline

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8857 88.57%
Caco-2 - 0.7734 77.34%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.3617 36.17%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.8949 89.49%
OATP1B3 inhibitior + 0.9274 92.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8615 86.15%
BSEP inhibitior + 0.8621 86.21%
P-glycoprotein inhibitior + 0.7322 73.22%
P-glycoprotein substrate + 0.7141 71.41%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8457 84.57%
CYP3A4 inhibition - 0.8651 86.51%
CYP2C9 inhibition - 0.7334 73.34%
CYP2C19 inhibition - 0.7066 70.66%
CYP2D6 inhibition - 0.8464 84.64%
CYP1A2 inhibition - 0.7429 74.29%
CYP2C8 inhibition + 0.4905 49.05%
CYP inhibitory promiscuity - 0.8692 86.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4710 47.10%
Eye corrosion - 0.9844 98.44%
Eye irritation - 0.9379 93.79%
Skin irritation - 0.7516 75.16%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5332 53.32%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5069 50.69%
skin sensitisation - 0.8443 84.43%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7651 76.51%
Acute Oral Toxicity (c) III 0.5714 57.14%
Estrogen receptor binding + 0.7578 75.78%
Androgen receptor binding + 0.6980 69.80%
Thyroid receptor binding + 0.5713 57.13%
Glucocorticoid receptor binding + 0.7874 78.74%
Aromatase binding + 0.5929 59.29%
PPAR gamma + 0.8196 81.96%
Honey bee toxicity - 0.7652 76.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6055 60.55%
Fish aquatic toxicity + 0.9439 94.39%

Targets

Top

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 96.56% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.09% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.04% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.33% 90.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.89% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.66% 94.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.49% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.79% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.05% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.19% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.75% 94.45%
CHEMBL5028 O14672 ADAM10 84.41% 97.50%
CHEMBL2535 P11166 Glucose transporter 84.40% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.80% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.00% 93.03%

Plants that contains it

Top
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

Top
PubChem 72163136
LOTUS LTS0208611
wikiData Q77374789