(2R,5R,6S,9R,13S,15S)-6-[(E,4S,5S)-4,5-dihydroxyhex-2-en-2-yl]-15-hydroxy-5-methyltetracyclo[11.4.1.02,10.05,9]octadeca-1(17),10-dien-12-one

Details

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Internal ID 9139768d-79a8-4396-9613-ecb0cc2332f0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
IUPAC Name (2R,5R,6S,9R,13S,15S)-6-[(E,4S,5S)-4,5-dihydroxyhex-2-en-2-yl]-15-hydroxy-5-methyltetracyclo[11.4.1.02,10.05,9]octadeca-1(17),10-dien-12-one
SMILES (Canonical) CC(C(C=C(C)C1CCC2C1(CCC3C2=CC(=O)C4CC(CC=C3C4)O)C)O)O
SMILES (Isomeric) C[C@@H]([C@H](/C=C(\C)/[C@@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)[C@@H]4C[C@H](CC=C3C4)O)C)O)O
InChI InChI=1S/C25H36O4/c1-14(10-23(28)15(2)26)21-6-7-22-20-13-24(29)17-11-16(4-5-18(27)12-17)19(20)8-9-25(21,22)3/h4,10,13,15,17-19,21-23,26-28H,5-9,11-12H2,1-3H3/b14-10+/t15-,17-,18-,19+,21-,22-,23-,25+/m0/s1
InChI Key HDGOYEAHQQCXLC-MOVOZKDJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O4
Molecular Weight 400.50 g/mol
Exact Mass 400.26135963 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.71
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,5R,6S,9R,13S,15S)-6-[(E,4S,5S)-4,5-dihydroxyhex-2-en-2-yl]-15-hydroxy-5-methyltetracyclo[11.4.1.02,10.05,9]octadeca-1(17),10-dien-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 - 0.5639 56.39%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6884 68.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.9799 97.99%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8060 80.60%
P-glycoprotein inhibitior - 0.7464 74.64%
P-glycoprotein substrate + 0.5488 54.88%
CYP3A4 substrate + 0.6940 69.40%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.8933 89.33%
CYP2C9 inhibition - 0.7683 76.83%
CYP2C19 inhibition - 0.8286 82.86%
CYP2D6 inhibition - 0.9316 93.16%
CYP1A2 inhibition - 0.6767 67.67%
CYP2C8 inhibition - 0.5999 59.99%
CYP inhibitory promiscuity - 0.9544 95.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5981 59.81%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9807 98.07%
Skin irritation + 0.6995 69.95%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4807 48.07%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5717 57.17%
skin sensitisation - 0.7136 71.36%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5602 56.02%
Acute Oral Toxicity (c) III 0.5375 53.75%
Estrogen receptor binding + 0.8039 80.39%
Androgen receptor binding + 0.6335 63.35%
Thyroid receptor binding + 0.6675 66.75%
Glucocorticoid receptor binding + 0.7483 74.83%
Aromatase binding - 0.5345 53.45%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6837 68.37%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9800 98.00%

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 97.34% 98.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.06% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.92% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.60% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.81% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.59% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.95% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.85% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 90.42% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.33% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.50% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.39% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.62% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.31% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.31% 93.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.64% 85.11%
CHEMBL1902 P62942 FK506-binding protein 1A 83.65% 97.05%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.91% 93.40%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.00% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.63% 85.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.43% 90.08%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.92% 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.
Calocedrus formosana
Chamaecyparis obtusa
Juniperus chinensis

Cross-Links

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PubChem 163186021
LOTUS LTS0220107
wikiData Q105180320