(2Z)-2-[(2R,3S,4S)-3-[(3E,7E)-10-[(2R)-3,3-dimethyloxiran-2-yl]-4,8-dimethyldeca-3,7-dienyl]-4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]propanal

Details

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Internal ID 85d80825-1d1d-4895-a2d6-bf189953f1c7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2Z)-2-[(2R,3S,4S)-3-[(3E,7E)-10-[(2R)-3,3-dimethyloxiran-2-yl]-4,8-dimethyldeca-3,7-dienyl]-4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]propanal
SMILES (Canonical) CC(=CCCC1(C(C(=C(C)C=O)CCC1(C)O)CCCO)C)CCC=C(C)CCC2C(O2)(C)C
SMILES (Isomeric) C/C(=C\CC[C@]1([C@@H](/C(=C(/C)\C=O)/CC[C@]1(C)O)CCCO)C)/CC/C=C(\C)/CC[C@@H]2C(O2)(C)C
InChI InChI=1S/C30H50O4/c1-22(11-8-12-23(2)15-16-27-28(4,5)34-27)13-9-18-29(6)26(14-10-20-31)25(24(3)21-32)17-19-30(29,7)33/h12-13,21,26-27,31,33H,8-11,14-20H2,1-7H3/b22-13+,23-12+,25-24-/t26-,27-,29+,30+/m1/s1
InChI Key FLUNPFSKRUNRAS-DFBNSUNZSA-N
Popularity 0 references 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 5.60
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)-3-[(3E,7E)-10-[(2R)-3,3-dimethyloxiran-2-yl]-4,8-dimethyldeca-3,7-dienyl]-4-hydroxy-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]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 - 0.5593 55.93%
Blood Brain Barrier - 0.5615 56.15%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8148 81.48%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8739 87.39%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.5890 58.90%
BSEP inhibitior + 0.9853 98.53%
P-glycoprotein inhibitior + 0.7334 73.34%
P-glycoprotein substrate - 0.5376 53.76%
CYP3A4 substrate + 0.6798 67.98%
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 + 0.4812 48.12%
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 - 0.9329 93.29%
Skin irritation - 0.6881 68.81%
Skin corrosion - 0.9645 96.45%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8093 80.93%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5947 59.47%
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 + 0.4904 49.04%
Acute Oral Toxicity (c) III 0.7004 70.04%
Estrogen receptor binding + 0.7483 74.83%
Androgen receptor binding + 0.6922 69.22%
Thyroid receptor binding + 0.5607 56.07%
Glucocorticoid receptor binding + 0.5803 58.03%
Aromatase binding + 0.6399 63.99%
PPAR gamma + 0.5569 55.69%
Honey bee toxicity - 0.8127 81.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.77% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.56% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.64% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.23% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.50% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.74% 96.77%
CHEMBL2581 P07339 Cathepsin D 84.26% 98.95%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.85% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.42% 89.00%
CHEMBL233 P35372 Mu opioid receptor 82.40% 97.93%
CHEMBL3401 O75469 Pregnane X receptor 82.08% 94.73%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.79% 93.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.48% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.46% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.93% 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.
Iris cristata

Cross-Links

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PubChem 162849736
LOTUS LTS0232542
wikiData Q104997527