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(3E,5R)-6-[(1R,2R,3R,5R,6R,7S,10R)-5-hydroxy-6,10-dimethyl-3-tricyclo[5.3.0.02,6]decanyl]-2-methylhepta-3,6-diene-2,5-diol

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 e92d3440-b37c-41b9-bda8-a80129495efe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Spatane and 4,10-secospatane diterpenoids
IUPAC Name (3E,5R)-6-[(1R,2R,3R,5R,6R,7S,10R)-5-hydroxy-6,10-dimethyl-3-tricyclo[5.3.0.02,6]decanyl]-2-methylhepta-3,6-diene-2,5-diol
SMILES (Canonical) CC1CCC2C1C3C2(C(CC3C(=C)C(C=CC(C)(C)O)O)O)C
SMILES (Isomeric) C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@@]2([C@@H](C[C@H]3C(=C)[C@@H](/C=C/C(C)(C)O)O)O)C
InChI InChI=1S/C20H32O3/c1-11-6-7-14-17(11)18-13(10-16(22)20(14,18)5)12(2)15(21)8-9-19(3,4)23/h8-9,11,13-18,21-23H,2,6-7,10H2,1,3-5H3/b9-8+/t11-,13+,14+,15-,16-,17-,18+,20+/m1/s1
InChI Key VUSWSCOSLIOLCY-VKLGIJBQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H32O3
Molecular Weight 320.50 g/mol
Exact Mass 320.23514488 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E,5R)-6-[(1R,2R,3R,5R,6R,7S,10R)-5-hydroxy-6,10-dimethyl-3-tricyclo[5.3.0.02,6]decanyl]-2-methylhepta-3,6-diene-2,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 - 0.5805 58.05%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.5950 59.50%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8970 89.70%
OATP1B3 inhibitior + 0.8904 89.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.8847 88.47%
P-glycoprotein inhibitior - 0.8600 86.00%
P-glycoprotein substrate - 0.6348 63.48%
CYP3A4 substrate + 0.6618 66.18%
CYP2C9 substrate - 0.7657 76.57%
CYP2D6 substrate - 0.7563 75.63%
CYP3A4 inhibition - 0.8179 81.79%
CYP2C9 inhibition - 0.7899 78.99%
CYP2C19 inhibition - 0.8108 81.08%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.6709 67.09%
CYP2C8 inhibition + 0.5855 58.55%
CYP inhibitory promiscuity - 0.8377 83.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5808 58.08%
Eye corrosion - 0.9828 98.28%
Eye irritation - 0.9329 93.29%
Skin irritation + 0.5890 58.90%
Skin corrosion - 0.9151 91.51%
Ames mutagenesis - 0.7553 75.53%
Human Ether-a-go-go-Related Gene inhibition - 0.4512 45.12%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5478 54.78%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7540 75.40%
Acute Oral Toxicity (c) III 0.5585 55.85%
Estrogen receptor binding + 0.8617 86.17%
Androgen receptor binding + 0.5666 56.66%
Thyroid receptor binding + 0.6755 67.55%
Glucocorticoid receptor binding + 0.7993 79.93%
Aromatase binding + 0.5657 56.57%
PPAR gamma - 0.6094 60.94%
Honey bee toxicity - 0.5585 55.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9547 95.47%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.08% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.40% 97.25%
CHEMBL206 P03372 Estrogen receptor alpha 93.38% 97.64%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.59% 96.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.05% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.25% 95.58%
CHEMBL2581 P07339 Cathepsin D 90.23% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.92% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.25% 97.09%
CHEMBL233 P35372 Mu opioid receptor 89.05% 97.93%
CHEMBL221 P23219 Cyclooxygenase-1 88.36% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.50% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.38% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.12% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.38% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.17% 93.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.29% 99.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.67% 92.94%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.27% 90.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.50% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.50% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.37% 91.19%
CHEMBL1902 P62942 FK506-binding protein 1A 81.81% 97.05%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.64% 96.47%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.42% 91.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.19% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.71% 95.89%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 80.40% 82.05%
CHEMBL4040 P28482 MAP kinase ERK2 80.02% 83.82%

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 162866179
LOTUS LTS0196574
wikiData Q105297410