PlantaeDB Logo
Login Sign-up

3-[(1S,2R,4aS,4bS,7S,8R,8aS,10aS)-7-hydroxy-1,2,4a,8,8a-pentamethyl-3,4,4b,5,6,7,8,9,10,10a-decahydro-2H-phenanthren-1-yl]-1H-indol-6-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 871ee901-6596-4f38-8901-b0e6e4c8f91d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 3-[(1S,2R,4aS,4bS,7S,8R,8aS,10aS)-7-hydroxy-1,2,4a,8,8a-pentamethyl-3,4,4b,5,6,7,8,9,10,10a-decahydro-2H-phenanthren-1-yl]-1H-indol-6-ol
SMILES (Canonical) CC1CCC2(C3CCC(C(C3(CCC2C1(C)C4=CNC5=C4C=CC(=C5)O)C)C)O)C
SMILES (Isomeric) C[C@@H]1CC[C@]2([C@@H]3CC[C@@H]([C@@H]([C@]3(CC[C@@H]2[C@@]1(C)C4=CNC5=C4C=CC(=C5)O)C)C)O)C
InChI InChI=1S/C27H39NO2/c1-16-10-12-26(4)23-9-8-22(30)17(2)25(23,3)13-11-24(26)27(16,5)20-15-28-21-14-18(29)6-7-19(20)21/h6-7,14-17,22-24,28-30H,8-13H2,1-5H3/t16-,17+,22+,23-,24+,25-,26+,27-/m1/s1
InChI Key WPLAHQSZCWGAKX-SYHUATLBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H39NO2
Molecular Weight 409.60 g/mol
Exact Mass 409.298079487 g/mol
Topological Polar Surface Area (TPSA) 56.20 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.39
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(1S,2R,4aS,4bS,7S,8R,8aS,10aS)-7-hydroxy-1,2,4a,8,8a-pentamethyl-3,4,4b,5,6,7,8,9,10,10a-decahydro-2H-phenanthren-1-yl]-1H-indol-6-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 + 0.5818 58.18%
Blood Brain Barrier + 0.5379 53.79%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5776 57.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8852 88.52%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7058 70.58%
P-glycoprotein inhibitior - 0.6018 60.18%
P-glycoprotein substrate + 0.6476 64.76%
CYP3A4 substrate + 0.6645 66.45%
CYP2C9 substrate - 0.7641 76.41%
CYP2D6 substrate - 0.6828 68.28%
CYP3A4 inhibition + 0.5638 56.38%
CYP2C9 inhibition - 0.7213 72.13%
CYP2C19 inhibition + 0.5420 54.20%
CYP2D6 inhibition - 0.8511 85.11%
CYP1A2 inhibition + 0.6930 69.30%
CYP2C8 inhibition + 0.5776 57.76%
CYP inhibitory promiscuity + 0.7178 71.78%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.4752 47.52%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9749 97.49%
Skin irritation - 0.7592 75.92%
Skin corrosion - 0.9181 91.81%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8385 83.85%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6959 69.59%
skin sensitisation - 0.8498 84.98%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.9072 90.72%
Acute Oral Toxicity (c) III 0.6060 60.60%
Estrogen receptor binding + 0.8888 88.88%
Androgen receptor binding + 0.6518 65.18%
Thyroid receptor binding + 0.8156 81.56%
Glucocorticoid receptor binding + 0.7864 78.64%
Aromatase binding + 0.8525 85.25%
PPAR gamma - 0.5086 50.86%
Honey bee toxicity - 0.8514 85.14%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9367 93.67%

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 98.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.16% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 96.31% 91.49%
CHEMBL242 Q92731 Estrogen receptor beta 93.25% 98.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.01% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.64% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.01% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.85% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 90.97% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.84% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.30% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.99% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.97% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.72% 95.56%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 85.30% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.82% 93.99%
CHEMBL2535 P11166 Glucose transporter 84.48% 98.75%
CHEMBL206 P03372 Estrogen receptor alpha 83.82% 97.64%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.48% 91.38%
CHEMBL325 Q13547 Histone deacetylase 1 82.72% 95.92%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.19% 89.62%
CHEMBL217 P14416 Dopamine D2 receptor 82.13% 95.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.04% 88.56%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.88% 85.49%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.82% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.17% 89.00%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 80.20% 82.86%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.10% 82.69%

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 101616408
LOTUS LTS0145565
wikiData Q105310024