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(3R,3aR,5R,8S,11bR)-3-[(E,2S,5S)-5,6-dimethylhept-3-en-2-yl]-3a,6-dimethyl-1,2,3,4,5,7,8,9,10,11b-decahydrocyclopenta[a]anthracene-5,8-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 945df5e4-6281-4118-9f8f-9e3e1bae273c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3R,3aR,5R,8S,11bR)-3-[(E,2S,5S)-5,6-dimethylhept-3-en-2-yl]-3a,6-dimethyl-1,2,3,4,5,7,8,9,10,11b-decahydrocyclopenta[a]anthracene-5,8-diol
SMILES (Canonical) CC1=C2CC(CCC2=CC3=C1C(CC4(C3CCC4C(C)C=CC(C)C(C)C)C)O)O
SMILES (Isomeric) CC1=C2C[C@H](CCC2=CC3=C1[C@@H](C[C@]4([C@H]3CC[C@@H]4[C@@H](C)/C=C/[C@@H](C)C(C)C)C)O)O
InChI InChI=1S/C28H42O2/c1-16(2)17(3)7-8-18(4)24-11-12-25-23-13-20-9-10-21(29)14-22(20)19(5)27(23)26(30)15-28(24,25)6/h7-8,13,16-18,21,24-26,29-30H,9-12,14-15H2,1-6H3/b8-7+/t17-,18+,21+,24-,25+,26-,28-/m1/s1
InChI Key PWOLTSTXQZMPQX-ZESJITPCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O2
Molecular Weight 410.60 g/mol
Exact Mass 410.318480578 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.27
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aR,5R,8S,11bR)-3-[(E,2S,5S)-5,6-dimethylhept-3-en-2-yl]-3a,6-dimethyl-1,2,3,4,5,7,8,9,10,11b-decahydrocyclopenta[a]anthracene-5,8-diol

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 + 0.6039 60.39%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6683 66.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8243 82.43%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8231 82.31%
P-glycoprotein inhibitior - 0.4343 43.43%
P-glycoprotein substrate - 0.5204 52.04%
CYP3A4 substrate + 0.6604 66.04%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate + 0.3629 36.29%
CYP3A4 inhibition - 0.8179 81.79%
CYP2C9 inhibition - 0.9310 93.10%
CYP2C19 inhibition - 0.7969 79.69%
CYP2D6 inhibition - 0.9372 93.72%
CYP1A2 inhibition + 0.6691 66.91%
CYP2C8 inhibition + 0.5390 53.90%
CYP inhibitory promiscuity - 0.7312 73.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6800 68.00%
Carcinogenicity (trinary) Non-required 0.5322 53.22%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9567 95.67%
Skin irritation - 0.5552 55.52%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3684 36.84%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.5550 55.50%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8984 89.84%
Acute Oral Toxicity (c) III 0.5059 50.59%
Estrogen receptor binding + 0.8927 89.27%
Androgen receptor binding + 0.7530 75.30%
Thyroid receptor binding + 0.7528 75.28%
Glucocorticoid receptor binding + 0.7520 75.20%
Aromatase binding - 0.6416 64.16%
PPAR gamma + 0.6900 69.00%
Honey bee toxicity - 0.7973 79.73%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9934 99.34%

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 98.06% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.03% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.83% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.30% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.61% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.90% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.93% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.34% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.09% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.03% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.52% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.72% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.42% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.85% 97.33%
CHEMBL226 P30542 Adenosine A1 receptor 82.66% 95.93%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.88% 99.18%
CHEMBL4444 P04070 Vitamin K-dependent protein C 81.84% 93.89%
CHEMBL2535 P11166 Glucose transporter 80.94% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.76% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.63% 92.94%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.52% 95.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.38% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.20% 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.
There are no matching plants.

Cross-Links

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PubChem 162853651
LOTUS LTS0050540
wikiData Q105215929