(2S,4aS,5R,6R)-5-(1H-indol-3-ylmethyl)-1,1,5,6-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-2-ol

Details

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Internal ID 53ab199f-4323-4094-9858-4a6f2b86d7b2
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (2S,4aS,5R,6R)-5-(1H-indol-3-ylmethyl)-1,1,5,6-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-2-ol
SMILES (Canonical) CC1CC=C2C(C1(C)CC3=CNC4=CC=CC=C43)CCC(C2(C)C)O
SMILES (Isomeric) C[C@@H]1CC=C2[C@H]([C@]1(C)CC3=CNC4=CC=CC=C43)CC[C@@H](C2(C)C)O
InChI InChI=1S/C23H31NO/c1-15-9-10-18-19(11-12-21(25)22(18,2)3)23(15,4)13-16-14-24-20-8-6-5-7-17(16)20/h5-8,10,14-15,19,21,24-25H,9,11-13H2,1-4H3/t15-,19-,21+,23-/m1/s1
InChI Key LRFGMYZOHFCADE-NXWICYHLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO
Molecular Weight 337.50 g/mol
Exact Mass 337.240564612 g/mol
Topological Polar Surface Area (TPSA) 36.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aS,5R,6R)-5-(1H-indol-3-ylmethyl)-1,1,5,6-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-2-ol

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 + 0.7692 76.92%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4282 42.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9103 91.03%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7731 77.31%
P-glycoprotein inhibitior - 0.5964 59.64%
P-glycoprotein substrate - 0.5095 50.95%
CYP3A4 substrate + 0.6515 65.15%
CYP2C9 substrate - 0.6408 64.08%
CYP2D6 substrate + 0.3635 36.35%
CYP3A4 inhibition + 0.7564 75.64%
CYP2C9 inhibition - 0.7235 72.35%
CYP2C19 inhibition + 0.5635 56.35%
CYP2D6 inhibition - 0.8118 81.18%
CYP1A2 inhibition + 0.6866 68.66%
CYP2C8 inhibition - 0.5862 58.62%
CYP inhibitory promiscuity + 0.8884 88.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5513 55.13%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9925 99.25%
Skin irritation - 0.6949 69.49%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.6044 60.44%
Human Ether-a-go-go-Related Gene inhibition + 0.9537 95.37%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7023 70.23%
skin sensitisation - 0.7392 73.92%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8148 81.48%
Acute Oral Toxicity (c) III 0.6600 66.00%
Estrogen receptor binding + 0.7847 78.47%
Androgen receptor binding - 0.5248 52.48%
Thyroid receptor binding + 0.8576 85.76%
Glucocorticoid receptor binding + 0.6703 67.03%
Aromatase binding + 0.8324 83.24%
PPAR gamma - 0.6030 60.30%
Honey bee toxicity - 0.9037 90.37%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9853 98.53%

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 99.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.34% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.51% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.18% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.79% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.94% 94.75%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.61% 88.56%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.31% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.32% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 84.65% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.44% 96.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.92% 94.62%
CHEMBL4040 P28482 MAP kinase ERK2 82.84% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.17% 95.89%
CHEMBL5028 O14672 ADAM10 81.44% 97.50%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 81.40% 97.64%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.89% 95.00%

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.
Greenwayodendron suaveolens

Cross-Links

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PubChem 163188043
LOTUS LTS0116100
wikiData Q105156101