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(3R,3aR,5aR,7S,9aR,9bR)-3-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-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

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Internal ID 5fa94173-c1b3-47c3-b82d-0ac3476efb9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,3aR,5aR,7S,9aR,9bR)-3-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-ol
SMILES (Canonical) CC(=CCCC(=CCCC(C)(C1CCC2C1(CCC3C2(CCC(C3(C)C)O)C)C)O)C)C
SMILES (Isomeric) CC(=CCC/C(=C/CC[C@@](C)([C@@H]1CC[C@H]2[C@]1(CC[C@@H]3[C@@]2(CC[C@@H](C3(C)C)O)C)C)O)/C)C
InChI InChI=1S/C30H52O2/c1-21(2)11-9-12-22(3)13-10-18-30(8,32)25-15-14-24-28(6)20-17-26(31)27(4,5)23(28)16-19-29(24,25)7/h11,13,23-26,31-32H,9-10,12,14-20H2,1-8H3/b22-13+/t23-,24+,25+,26-,28-,29+,30-/m0/s1
InChI Key KCSCTOANDBOIGV-PMLUYZPCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H52O2
Molecular Weight 444.70 g/mol
Exact Mass 444.396730897 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 8.60
Atomic LogP (AlogP) 7.84
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aR,5aR,7S,9aR,9bR)-3-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-3a,6,6,9a-tetramethyl-1,2,3,4,5,5a,7,8,9,9b-decahydrocyclopenta[a]naphthalen-7-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 + 0.5472 54.72%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5382 53.82%
OATP2B1 inhibitior - 0.7128 71.28%
OATP1B1 inhibitior + 0.9117 91.17%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9826 98.26%
P-glycoprotein inhibitior - 0.4859 48.59%
P-glycoprotein substrate - 0.8293 82.93%
CYP3A4 substrate + 0.6575 65.75%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.7971 79.71%
CYP2C9 inhibition - 0.9264 92.64%
CYP2C19 inhibition - 0.8300 83.00%
CYP2D6 inhibition - 0.9512 95.12%
CYP1A2 inhibition - 0.8797 87.97%
CYP2C8 inhibition - 0.7027 70.27%
CYP inhibitory promiscuity - 0.5189 51.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6070 60.70%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9222 92.22%
Skin irritation + 0.5379 53.79%
Skin corrosion - 0.9631 96.31%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7926 79.26%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.7962 79.62%
skin sensitisation + 0.5817 58.17%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7992 79.92%
Acute Oral Toxicity (c) III 0.5563 55.63%
Estrogen receptor binding + 0.6902 69.02%
Androgen receptor binding - 0.5793 57.93%
Thyroid receptor binding + 0.6977 69.77%
Glucocorticoid receptor binding + 0.7189 71.89%
Aromatase binding + 0.7542 75.42%
PPAR gamma + 0.6554 65.54%
Honey bee toxicity - 0.7101 71.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9854 98.54%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.86% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.44% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.46% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.67% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 87.48% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.46% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.21% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.63% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.31% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.52% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.43% 91.03%
CHEMBL1937 Q92769 Histone deacetylase 2 83.39% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.05% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.96% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.83% 100.00%
CHEMBL233 P35372 Mu opioid receptor 82.24% 97.93%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.89% 92.08%
CHEMBL206 P03372 Estrogen receptor alpha 81.33% 97.64%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 80.88% 87.16%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.62% 98.99%
CHEMBL2996 Q05655 Protein kinase C delta 80.02% 97.79%

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.
Arabidopsis thaliana

Cross-Links

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PubChem 163195252
LOTUS LTS0159715
wikiData Q105131692