PlantaeDB Logo
Login Sign-up

2-[(3S,4As,6aR,7R,10aR,10bS)-7-(1H-indol-3-ylmethyl)-6a,10b-dimethyl-8-methylidene-1,2,3,4a,5,6,7,9,10,10a-decahydrobenzo[f]chromen-3-yl]propan-2-ol

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 7b9fd1c3-33f6-4e07-b035-d7863c0931eb
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name 2-[(3S,4aS,6aR,7R,10aR,10bS)-7-(1H-indol-3-ylmethyl)-6a,10b-dimethyl-8-methylidene-1,2,3,4a,5,6,7,9,10,10a-decahydrobenzo[f]chromen-3-yl]propan-2-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H39NO2/c1-18-10-11-23-27(4,21(18)16-19-17-29-22-9-7-6-8-20(19)22)14-13-25-28(23,5)15-12-24(31-25)26(2,3)30/h6-9,17,21,23-25,29-30H,1,10-16H2,2-5H3/t21-,23-,24+,25+,27-,28+/m1/s1
InChI Key OZUKTQAIGDLHCP-JEAHLELXSA-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) 45.30 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.42
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
2-[(3S,4As,6aR,7R,10aR,10bS)-7-(1H-indol-3-ylmethyl)-6a,10b-dimethyl-8-methylidene-1,2,3,4a,5,6,7,9,10,10a-decahydrobenzo[f]chromen-3-yl]propan-2-ol
SCHEMBL29881643

2D Structure

Top
2D Structure of 2-[(3S,4As,6aR,7R,10aR,10bS)-7-(1H-indol-3-ylmethyl)-6a,10b-dimethyl-8-methylidene-1,2,3,4a,5,6,7,9,10,10a-decahydrobenzo[f]chromen-3-yl]propan-2-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 - 0.5604 56.04%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.3655 36.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8938 89.38%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9959 99.59%
P-glycoprotein inhibitior + 0.6771 67.71%
P-glycoprotein substrate - 0.5857 58.57%
CYP3A4 substrate + 0.7026 70.26%
CYP2C9 substrate - 0.5865 58.65%
CYP2D6 substrate - 0.7273 72.73%
CYP3A4 inhibition + 0.5151 51.51%
CYP2C9 inhibition - 0.7241 72.41%
CYP2C19 inhibition - 0.5913 59.13%
CYP2D6 inhibition - 0.8483 84.83%
CYP1A2 inhibition + 0.5802 58.02%
CYP2C8 inhibition + 0.6236 62.36%
CYP inhibitory promiscuity + 0.7680 76.80%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6150 61.50%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9661 96.61%
Skin irritation - 0.7379 73.79%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.6345 63.45%
Human Ether-a-go-go-Related Gene inhibition + 0.9279 92.79%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6673 66.73%
skin sensitisation - 0.7400 74.00%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8623 86.23%
Acute Oral Toxicity (c) III 0.6195 61.95%
Estrogen receptor binding + 0.8740 87.40%
Androgen receptor binding + 0.6058 60.58%
Thyroid receptor binding + 0.7420 74.20%
Glucocorticoid receptor binding + 0.7642 76.42%
Aromatase binding + 0.8018 80.18%
PPAR gamma + 0.6053 60.53%
Honey bee toxicity - 0.8606 86.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9803 98.03%

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 99.79% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 96.03% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.61% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.22% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.89% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.00% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.94% 88.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.83% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.21% 93.99%
CHEMBL2996 Q05655 Protein kinase C delta 89.90% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.73% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.63% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.79% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.37% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.66% 94.73%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.25% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.53% 95.89%
CHEMBL5028 O14672 ADAM10 83.06% 97.50%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.53% 95.56%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.30% 96.25%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.81% 95.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.10% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.17% 94.62%

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 14137878
LOTUS LTS0161199
wikiData Q105204112