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(2S,3aR,5R)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-7,7-dimethyl-2,3,3a,4,5,6-hexahydroinden-5-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 bf56a72c-927d-424b-a422-97e339826675
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (2S,3aR,5R)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-7,7-dimethyl-2,3,3a,4,5,6-hexahydroinden-5-ol
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C2CC3CC(CC(C3=C2)(C)C)O)C)C
SMILES (Isomeric) CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/[C@H]2C[C@@H]3C[C@H](CC(C3=C2)(C)C)O)/C)/C
InChI InChI=1S/C40H56O2/c1-28(16-12-17-30(3)20-21-37-32(5)22-35(41)26-39(37,6)7)14-10-11-15-29(2)18-13-19-31(4)33-23-34-24-36(42)27-40(8,9)38(34)25-33/h10-21,25,33-36,41-42H,22-24,26-27H2,1-9H3/b11-10+,16-12+,18-13+,21-20+,28-14+,29-15+,30-17+,31-19+/t33-,34+,35+,36+/m0/s1
InChI Key RZOLZVCUZPBJJZ-OGPWYZGCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O2
Molecular Weight 568.90 g/mol
Exact Mass 568.42803102 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 10.90
Atomic LogP (AlogP) 10.24
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3aR,5R)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-7,7-dimethyl-2,3,3a,4,5,6-hexahydroinden-5-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 - 0.8138 81.38%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4807 48.07%
OATP2B1 inhibitior + 0.7171 71.71%
OATP1B1 inhibitior + 0.8086 80.86%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9968 99.68%
P-glycoprotein inhibitior + 0.7699 76.99%
P-glycoprotein substrate + 0.5332 53.32%
CYP3A4 substrate + 0.6710 67.10%
CYP2C9 substrate - 0.8255 82.55%
CYP2D6 substrate - 0.7567 75.67%
CYP3A4 inhibition - 0.8816 88.16%
CYP2C9 inhibition - 0.8917 89.17%
CYP2C19 inhibition - 0.7298 72.98%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition - 0.8182 81.82%
CYP2C8 inhibition + 0.4940 49.40%
CYP inhibitory promiscuity - 0.5101 51.01%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8420 84.20%
Carcinogenicity (trinary) Non-required 0.5067 50.67%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9227 92.27%
Skin irritation + 0.5342 53.42%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6145 61.45%
Human Ether-a-go-go-Related Gene inhibition + 0.8986 89.86%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6058 60.58%
skin sensitisation + 0.5905 59.05%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7040 70.40%
Acute Oral Toxicity (c) III 0.6777 67.77%
Estrogen receptor binding + 0.8493 84.93%
Androgen receptor binding + 0.6551 65.51%
Thyroid receptor binding + 0.7245 72.45%
Glucocorticoid receptor binding + 0.8369 83.69%
Aromatase binding - 0.5463 54.63%
PPAR gamma + 0.7525 75.25%
Honey bee toxicity - 0.7872 78.72%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9753 97.53%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.55% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.75% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.66% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.46% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.46% 86.33%
CHEMBL1870 P28702 Retinoid X receptor beta 85.68% 95.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.07% 97.21%
CHEMBL2004 P48443 Retinoid X receptor gamma 84.92% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.81% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.76% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.73% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.59% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.37% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.33% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 83.21% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.97% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.86% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.67% 90.00%
CHEMBL2581 P07339 Cathepsin D 81.89% 98.95%

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.
Rosa villosa

Cross-Links

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PubChem 162883529
LOTUS LTS0184263
wikiData Q105248496