PlantaeDB Logo
Login Sign-up

3-[18-(4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-one

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 d4d07e0a-b466-4563-b158-5e0d51b0cbe3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name 3-[18-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-one
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)OC3C(C(C(C(O3)CO)O)O)O)C)C)C
SMILES (Isomeric) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)OC3C(C(C(C(O3)CO)O)O)O)C)C)C
InChI InChI=1S/C46H64O8/c1-29(17-13-19-31(3)21-23-36-33(5)25-35(48)26-45(36,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-37-34(6)40(49)38(27-46(37,9)10)53-44-43(52)42(51)41(50)39(28-47)54-44/h11-24,35,38-39,41-44,47-48,50-52H,25-28H2,1-10H3
InChI Key LOISLDIJCYHBBP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C46H64O8
Molecular Weight 745.00 g/mol
Exact Mass 744.46011900 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 9.00
Atomic LogP (AlogP) 7.55
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[18-(4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5717 57.17%
Caco-2 - 0.8563 85.63%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8243 82.43%
OATP2B1 inhibitior + 0.7123 71.23%
OATP1B1 inhibitior + 0.7678 76.78%
OATP1B3 inhibitior + 0.8757 87.57%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9920 99.20%
P-glycoprotein inhibitior + 0.7693 76.93%
P-glycoprotein substrate - 0.6467 64.67%
CYP3A4 substrate + 0.6959 69.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.9227 92.27%
CYP2C9 inhibition - 0.7961 79.61%
CYP2C19 inhibition - 0.8199 81.99%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.8607 86.07%
CYP2C8 inhibition + 0.4542 45.42%
CYP inhibitory promiscuity - 0.8964 89.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6906 69.06%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.7770 77.70%
Skin corrosion - 0.9592 95.92%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8254 82.54%
Micronuclear - 0.7741 77.41%
Hepatotoxicity - 0.6346 63.46%
skin sensitisation - 0.7894 78.94%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.8699 86.99%
Acute Oral Toxicity (c) III 0.6840 68.40%
Estrogen receptor binding + 0.8344 83.44%
Androgen receptor binding + 0.7849 78.49%
Thyroid receptor binding + 0.6426 64.26%
Glucocorticoid receptor binding + 0.8036 80.36%
Aromatase binding + 0.5492 54.92%
PPAR gamma + 0.7537 75.37%
Honey bee toxicity - 0.7132 71.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8557 85.57%

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 97.30% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.01% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.97% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 92.09% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.06% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.93% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.14% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 87.63% 94.73%
CHEMBL220 P22303 Acetylcholinesterase 86.90% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.58% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.89% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.61% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.34% 89.34%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.80% 91.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.16% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.46% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.76% 95.50%
CHEMBL3524 P56524 Histone deacetylase 4 80.19% 92.97%

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.
Harrisonia perforata

Cross-Links

Top
PubChem 73229403
LOTUS LTS0081514
wikiData Q104919987