(2Z)-2-[(2R,3S,4S)-4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethyl-3-[(E)-4-methyl-6-[(2R,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]hex-3-enyl]cyclohexylidene]propanal

Details

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Internal ID 2238d384-f0d0-483f-aa01-40d58e5e770f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2Z)-2-[(2R,3S,4S)-4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethyl-3-[(E)-4-methyl-6-[(2R,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]hex-3-enyl]cyclohexylidene]propanal
SMILES (Canonical) CC(=CCCC1(C(O1)CCC(=CCCC2(C(C(=C(C)C=O)CCC2(C)O)CCCO)C)C)C)C
SMILES (Isomeric) CC(=CCC[C@]1([C@H](O1)CC/C(=C/CC[C@]2([C@@H](/C(=C(/C)\C=O)/CC[C@]2(C)O)CCCO)C)/C)C)C
InChI InChI=1S/C30H50O4/c1-22(2)11-8-18-29(6)27(34-29)15-14-23(3)12-9-17-28(5)26(13-10-20-31)25(24(4)21-32)16-19-30(28,7)33/h11-12,21,26-27,31,33H,8-10,13-20H2,1-7H3/b23-12+,25-24-/t26-,27-,28+,29+,30+/m1/s1
InChI Key LHIOARNVSADKCD-HXIWEOHLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.85
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2Z)-2-[(2R,3S,4S)-4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethyl-3-[(E)-4-methyl-6-[(2R,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]hex-3-enyl]cyclohexylidene]propanal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9782 97.82%
Caco-2 - 0.5786 57.86%
Blood Brain Barrier - 0.5615 56.15%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8148 81.48%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8633 86.33%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.5890 58.90%
BSEP inhibitior + 0.9705 97.05%
P-glycoprotein inhibitior + 0.7283 72.83%
P-glycoprotein substrate - 0.5378 53.78%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8679 86.79%
CYP3A4 inhibition + 0.5129 51.29%
CYP2C9 inhibition - 0.7607 76.07%
CYP2C19 inhibition - 0.8205 82.05%
CYP2D6 inhibition - 0.9051 90.51%
CYP1A2 inhibition - 0.8073 80.73%
CYP2C8 inhibition + 0.4796 47.96%
CYP inhibitory promiscuity - 0.8860 88.60%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9328 93.28%
Carcinogenicity (trinary) Non-required 0.6631 66.31%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9272 92.72%
Skin irritation - 0.6881 68.81%
Skin corrosion - 0.9645 96.45%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8787 87.87%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5787 57.87%
skin sensitisation - 0.6481 64.81%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5694 56.94%
Acute Oral Toxicity (c) III 0.7004 70.04%
Estrogen receptor binding + 0.7288 72.88%
Androgen receptor binding + 0.6971 69.71%
Thyroid receptor binding + 0.6739 67.39%
Glucocorticoid receptor binding + 0.6540 65.40%
Aromatase binding + 0.6761 67.61%
PPAR gamma + 0.6758 67.58%
Honey bee toxicity - 0.8036 80.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9362 93.62%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.87% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.00% 100.00%
CHEMBL2581 P07339 Cathepsin D 88.98% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.32% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.67% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.81% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.66% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.23% 94.73%
CHEMBL5555 O00767 Acyl-CoA desaturase 84.03% 97.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.77% 93.10%
CHEMBL233 P35372 Mu opioid receptor 81.80% 97.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.09% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.25% 97.09%

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.
Garcinia xanthochymus
Iris cristata

Cross-Links

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PubChem 162910305
LOTUS LTS0176103
wikiData Q105207290