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

Details

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Internal ID 76a1a75a-bedd-49f8-b397-24fdcc923b57
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2Z)-2-[(2R,3S,4S)-3-[(3E,7E,10S)-10-[(2R)-3,3-dimethyloxiran-2-yl]-10-hydroxy-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)CC(C2C(O2)(C)C)O
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)/C[C@@H]([C@@H]2C(O2)(C)C)O
InChI InChI=1S/C30H50O5/c1-21(11-8-12-22(2)19-26(33)27-28(4,5)35-27)13-9-16-29(6)25(14-10-18-31)24(23(3)20-32)15-17-30(29,7)34/h12-13,20,25-27,31,33-34H,8-11,14-19H2,1-7H3/b21-13+,22-12+,24-23-/t25-,26+,27-,29+,30+/m1/s1
InChI Key MDMHPISVCFYXMN-BRZXFTPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 90.30 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.82
H-Bond Acceptor 5
H-Bond Donor 3
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,10S)-10-[(2R)-3,3-dimethyloxiran-2-yl]-10-hydroxy-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 + 0.9670 96.70%
Caco-2 - 0.6360 63.60%
Blood Brain Barrier + 0.7135 71.35%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8129 81.29%
OATP2B1 inhibitior - 0.7170 71.70%
OATP1B1 inhibitior + 0.8804 88.04%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.6326 63.26%
BSEP inhibitior + 0.9762 97.62%
P-glycoprotein inhibitior + 0.7091 70.91%
P-glycoprotein substrate + 0.5205 52.05%
CYP3A4 substrate + 0.6980 69.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.6820 68.20%
CYP2C9 inhibition - 0.7377 73.77%
CYP2C19 inhibition - 0.7921 79.21%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.8159 81.59%
CYP2C8 inhibition + 0.5427 54.27%
CYP inhibitory promiscuity - 0.9337 93.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9228 92.28%
Carcinogenicity (trinary) Non-required 0.6418 64.18%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9404 94.04%
Skin irritation - 0.6453 64.53%
Skin corrosion - 0.9612 96.12%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8190 81.90%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6322 63.22%
skin sensitisation - 0.7283 72.83%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5507 55.07%
Acute Oral Toxicity (c) III 0.6422 64.22%
Estrogen receptor binding + 0.8021 80.21%
Androgen receptor binding + 0.6859 68.59%
Thyroid receptor binding + 0.6043 60.43%
Glucocorticoid receptor binding + 0.6334 63.34%
Aromatase binding + 0.6335 63.35%
PPAR gamma + 0.5947 59.47%
Honey bee toxicity - 0.7854 78.54%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9043 90.43%

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 97.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.76% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.04% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 90.23% 93.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.96% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.81% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.99% 95.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.75% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.64% 100.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 85.09% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.11% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.45% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 82.92% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.27% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.88% 99.17%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.34% 95.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.13% 93.18%

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 162893863
LOTUS LTS0246512
wikiData Q105161835