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(17R)-17-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-6-[(6R,9S,10R,13R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-3-oxo-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-6-yl]-10,13-dimethyl-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

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 276edb25-785f-43a2-8853-4875dbc012b5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquaterpenoids
IUPAC Name (17R)-17-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-6-[(6R,9S,10R,13R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-3-oxo-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-6-yl]-10,13-dimethyl-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC(C4=CC(=O)CCC34C)C5C=C6C7CCC(C7(CCC6C8(C5=CC(=O)CC8)C)C)C(C)C=CC(C)C(C)C)C
SMILES (Isomeric) C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CCC2[C@@]1(CC[C@H]3C2=C[C@@H](C4=CC(=O)CC[C@]34C)C5C=C6C7CC[C@@H](C7(CCC6C8(C5=CC(=O)CC8)C)C)[C@@H](C)/C=C/[C@H](C)C(C)C)C
InChI InChI=1S/C56H82O2/c1-33(2)35(5)13-15-37(7)45-17-19-47-43-31-41(51-29-39(57)21-25-55(51,11)49(43)23-27-53(45,47)9)42-32-44-48-20-18-46(38(8)16-14-36(6)34(3)4)54(48,10)28-24-50(44)56(12)26-22-40(58)30-52(42)56/h13-16,29-38,41-42,45-50H,17-28H2,1-12H3/b15-13+,16-14+/t35-,36-,37-,38+,41?,42+,45+,46+,47?,48?,49?,50-,53?,54+,55?,56+/m0/s1
InChI Key NJOULSMNFZEZLC-JPLUOXFBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H82O2
Molecular Weight 787.20 g/mol
Exact Mass 786.63148185 g/mol
Topological Polar Surface Area (TPSA) 34.10 Ų
XlogP 13.60
Atomic LogP (AlogP) 14.54
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (17R)-17-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-6-[(6R,9S,10R,13R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-3-oxo-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-6-yl]-10,13-dimethyl-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.8317 83.17%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.7974 79.74%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8039 80.39%
P-glycoprotein substrate - 0.7569 75.69%
CYP3A4 substrate + 0.6748 67.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.8900 89.00%
CYP2C9 inhibition - 0.8753 87.53%
CYP2C19 inhibition - 0.5631 56.31%
CYP2D6 inhibition - 0.9584 95.84%
CYP1A2 inhibition - 0.9229 92.29%
CYP2C8 inhibition - 0.7244 72.44%
CYP inhibitory promiscuity - 0.7522 75.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4754 47.54%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9104 91.04%
Skin irritation + 0.5263 52.63%
Skin corrosion - 0.9680 96.80%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8509 85.09%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5479 54.79%
skin sensitisation + 0.6570 65.70%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7133 71.33%
Acute Oral Toxicity (c) III 0.7186 71.86%
Estrogen receptor binding + 0.7920 79.20%
Androgen receptor binding + 0.7538 75.38%
Thyroid receptor binding + 0.5863 58.63%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.5886 58.86%
PPAR gamma + 0.7527 75.27%
Honey bee toxicity - 0.8197 81.97%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9949 99.49%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.15% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.14% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.71% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.17% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.03% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.14% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.83% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.77% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.57% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.86% 85.30%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.86% 97.14%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.52% 99.18%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.51% 93.99%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.19% 95.89%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.42% 94.66%
CHEMBL4072 P07858 Cathepsin B 81.11% 93.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.49% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 80.17% 97.05%

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 101673993
LOTUS LTS0010726
wikiData Q105180249