PlantaeDB Logo
Login Sign-up

(1S,2R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(5R)-5-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,3,5-trimethylcyclohex-4-ene-1,2-diol

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 42cb911f-d495-45db-ada4-a51789e57ef2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1S,2R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(5R)-5-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,3,5-trimethylcyclohex-4-ene-1,2-diol
SMILES (Canonical) CC1=C(C(C(CC1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(C(C2(C)C)O)O)C)C)C
SMILES (Isomeric) CC1=C(C([C@@H](CC1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C[C@@H]([C@@H](C2(C)C)O)O)C)/C)/C
InChI InChI=1S/C40H56O3/c1-28(17-13-19-30(3)21-24-34-32(5)23-26-37(42)39(34,7)8)15-11-12-16-29(2)18-14-20-31(4)22-25-35-33(6)27-36(41)38(43)40(35,9)10/h11-22,24-25,36-38,41-43H,23,26-27H2,1-10H3/b12-11+,17-13+,18-14+,24-21+,25-22+,28-15+,29-16+,30-19+,31-20+/t36-,37+,38-/m0/s1
InChI Key GYEGVAXVPNDOLO-DBCOPSLCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C40H56O3
Molecular Weight 584.90 g/mol
Exact Mass 584.42294564 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 9.90
Atomic LogP (AlogP) 9.52
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(5R)-5-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,3,5-trimethylcyclohex-4-ene-1,2-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.8123 81.23%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7057 70.57%
OATP2B1 inhibitior + 0.5735 57.35%
OATP1B1 inhibitior + 0.7391 73.91%
OATP1B3 inhibitior + 0.9611 96.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9945 99.45%
P-glycoprotein inhibitior + 0.7777 77.77%
P-glycoprotein substrate - 0.6766 67.66%
CYP3A4 substrate + 0.6487 64.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7761 77.61%
CYP3A4 inhibition - 0.8322 83.22%
CYP2C9 inhibition - 0.8458 84.58%
CYP2C19 inhibition - 0.8379 83.79%
CYP2D6 inhibition - 0.9144 91.44%
CYP1A2 inhibition - 0.9143 91.43%
CYP2C8 inhibition - 0.7179 71.79%
CYP inhibitory promiscuity - 0.8487 84.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6018 60.18%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.5511 55.11%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.7654 76.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7811 78.11%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5884 58.84%
skin sensitisation + 0.6744 67.44%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.7053 70.53%
Acute Oral Toxicity (c) III 0.7045 70.45%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.5773 57.73%
Thyroid receptor binding + 0.7463 74.63%
Glucocorticoid receptor binding + 0.8059 80.59%
Aromatase binding - 0.5802 58.02%
PPAR gamma + 0.7421 74.21%
Honey bee toxicity - 0.8892 88.92%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9212 92.12%

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 94.31% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.88% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.22% 96.09%
CHEMBL1870 P28702 Retinoid X receptor beta 88.58% 95.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 88.33% 91.67%
CHEMBL4040 P28482 MAP kinase ERK2 87.80% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.45% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.89% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 84.71% 94.75%
CHEMBL2581 P07339 Cathepsin D 83.81% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.47% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.80% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.56% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.08% 86.33%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.52% 97.47%
CHEMBL2004 P48443 Retinoid X receptor gamma 80.24% 100.00%

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 163083089
LOTUS LTS0164915
wikiData Q105023631