PlantaeDB Logo
Login Sign-up

8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-propan-2-yl-1,2,3,4,5,6,7,7a,10,11-decahydrobenzo[d]naphthalene-1,5-diol

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 94d4efe2-5cd9-4c04-b8e0-da857a1686de
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-propan-2-yl-1,2,3,4,5,6,7,7a,10,11-decahydrobenzo[d]naphthalene-1,5-diol
SMILES (Canonical) CC1CCC(C23C1(C(CC(C2C(=C(CC3)C(C)C)C4=CNC5=CC=CC=C54)C)O)C)O
SMILES (Isomeric) CC1CCC(C23C1(C(CC(C2C(=C(CC3)C(C)C)C4=CNC5=CC=CC=C54)C)O)C)O
InChI InChI=1S/C28H39NO2/c1-16(2)19-12-13-28-23(30)11-10-18(4)27(28,5)24(31)14-17(3)26(28)25(19)21-15-29-22-9-7-6-8-20(21)22/h6-9,15-18,23-24,26,29-31H,10-14H2,1-5H3
InChI Key GVGMWTZTHQRHRE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H39NO2
Molecular Weight 421.60 g/mol
Exact Mass 421.298079487 g/mol
Topological Polar Surface Area (TPSA) 56.20 Ų
XlogP 5.20
Atomic LogP (AlogP) 6.17
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-propan-2-yl-1,2,3,4,5,6,7,7a,10,11-decahydrobenzo[d]naphthalene-1,5-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5647 56.47%
Blood Brain Barrier - 0.5871 58.71%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5200 52.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8925 89.25%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9450 94.50%
P-glycoprotein inhibitior - 0.5383 53.83%
P-glycoprotein substrate + 0.6278 62.78%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6967 69.67%
CYP3A4 inhibition + 0.6329 63.29%
CYP2C9 inhibition - 0.7614 76.14%
CYP2C19 inhibition + 0.6190 61.90%
CYP2D6 inhibition - 0.8719 87.19%
CYP1A2 inhibition + 0.7062 70.62%
CYP2C8 inhibition + 0.5119 51.19%
CYP inhibitory promiscuity + 0.8300 83.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5077 50.77%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9661 96.61%
Skin irritation - 0.7299 72.99%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8182 81.82%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation - 0.7725 77.25%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8737 87.37%
Acute Oral Toxicity (c) III 0.6039 60.39%
Estrogen receptor binding + 0.7919 79.19%
Androgen receptor binding + 0.7378 73.78%
Thyroid receptor binding + 0.7383 73.83%
Glucocorticoid receptor binding + 0.7344 73.44%
Aromatase binding + 0.7832 78.32%
PPAR gamma - 0.4869 48.69%
Honey bee toxicity - 0.8665 86.65%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9841 98.41%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.09% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 98.21% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.63% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.34% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 94.00% 98.03%
CHEMBL1937 Q92769 Histone deacetylase 2 93.95% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.77% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.25% 95.56%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 89.51% 90.71%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.80% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.30% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.14% 95.89%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.88% 92.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.32% 93.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.24% 82.69%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.82% 94.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.51% 88.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 85.79% 95.00%
CHEMBL3045 P05771 Protein kinase C beta 85.55% 97.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.88% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.06% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.87% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.73% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.72% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.49% 92.62%
CHEMBL5028 O14672 ADAM10 81.58% 97.50%
CHEMBL2535 P11166 Glucose transporter 81.50% 98.75%

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 14188976
LOTUS LTS0041128
wikiData Q105021201