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2-[(1S,2S,3S,5S)-2,3-dihydroxy-5-(hydroxymethyl)cyclohexyl]-3-hydroxy-5-[(2S,3S,4E,6E,8R,9Z,12S)-3-hydroxy-6,8,10,12-tetramethyloctadeca-4,6,9-trien-2-yl]cyclohexa-2,4-dien-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

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Internal ID 3d6b0986-46ed-4a93-a5f6-8b426e677dcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 2-[(1S,2S,3S,5S)-2,3-dihydroxy-5-(hydroxymethyl)cyclohexyl]-3-hydroxy-5-[(2S,3S,4E,6E,8R,9Z,12S)-3-hydroxy-6,8,10,12-tetramethyloctadeca-4,6,9-trien-2-yl]cyclohexa-2,4-dien-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H56O6/c1-7-8-9-10-11-22(2)14-24(4)16-25(5)15-23(3)12-13-30(37)26(6)28-19-31(38)34(32(39)20-28)29-17-27(21-36)18-33(40)35(29)41/h12-13,15-16,19,22,25-27,29-30,33,35-38,40-41H,7-11,14,17-18,20-21H2,1-6H3/b13-12+,23-15+,24-16-/t22-,25-,26-,27-,29-,30-,33-,35-/m0/s1
InChI Key AROKSOHGURMMLT-AWXPVSTRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O6
Molecular Weight 572.80 g/mol
Exact Mass 572.40768950 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.52
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S,2S,3S,5S)-2,3-dihydroxy-5-(hydroxymethyl)cyclohexyl]-3-hydroxy-5-[(2S,3S,4E,6E,8R,9Z,12S)-3-hydroxy-6,8,10,12-tetramethyloctadeca-4,6,9-trien-2-yl]cyclohexa-2,4-dien-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9840 98.40%
Caco-2 - 0.8181 81.81%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8772 87.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8470 84.70%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6583 65.83%
BSEP inhibitior + 0.9123 91.23%
P-glycoprotein inhibitior + 0.6586 65.86%
P-glycoprotein substrate + 0.7373 73.73%
CYP3A4 substrate + 0.6887 68.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition - 0.5838 58.38%
CYP2C9 inhibition - 0.8915 89.15%
CYP2C19 inhibition - 0.8164 81.64%
CYP2D6 inhibition - 0.8177 81.77%
CYP1A2 inhibition - 0.7830 78.30%
CYP2C8 inhibition + 0.5527 55.27%
CYP inhibitory promiscuity - 0.8952 89.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7324 73.24%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.7027 70.27%
Skin corrosion - 0.9688 96.88%
Ames mutagenesis - 0.6978 69.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7817 78.17%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6572 65.72%
skin sensitisation - 0.8263 82.63%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5414 54.14%
Acute Oral Toxicity (c) III 0.5900 59.00%
Estrogen receptor binding + 0.7986 79.86%
Androgen receptor binding + 0.6569 65.69%
Thyroid receptor binding - 0.5159 51.59%
Glucocorticoid receptor binding + 0.7145 71.45%
Aromatase binding + 0.5718 57.18%
PPAR gamma + 0.6163 61.63%
Honey bee toxicity - 0.7505 75.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5254 52.54%
Fish aquatic toxicity + 0.9847 98.47%

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
CHEMBL2581 P07339 Cathepsin D 98.89% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.87% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.84% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.70% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 94.08% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.98% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.59% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.39% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.79% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.62% 92.86%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.60% 97.25%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 91.65% 97.23%
CHEMBL221 P23219 Cyclooxygenase-1 87.56% 90.17%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.49% 92.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.49% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.03% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.38% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.23% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.17% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.91% 82.69%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.85% 89.34%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 82.53% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.87% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 81.87% 98.03%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.41% 82.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.11% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.90% 95.89%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.74% 91.81%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.39% 91.38%
CHEMBL2514 O95665 Neurotensin receptor 2 80.25% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 162930552
LOTUS LTS0029357
wikiData Q104917458