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(3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-3-[(1R)-1,5-dimethyl-4-methylene-hexyl]-8,9a-dihydroxy-3a,5b-dimethyl-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-10-carbaldehyde

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 2e94cdd7-744b-422b-8b6a-33925c6eb3b2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-8,9a-dihydroxy-3a,5b-dimethyl-3-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-10-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46O3/c1-17(2)18(3)7-8-19(4)21-9-10-22-25-23(12-13-26(21,22)5)27(6)14-11-20(30)15-28(27,31)24(25)16-29/h16-17,19-25,30-31H,3,7-15H2,1-2,4-6H3/t19-,20+,21-,22+,23+,24-,25+,26-,27-,28-/m1/s1
InChI Key ARROHAGMYMXOMB-MZGGDTHZSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O3
Molecular Weight 430.70 g/mol
Exact Mass 430.34469533 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.30
Atomic LogP (AlogP) 5.78
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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CHEMBL4587272
(3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-3-[(1R)-1,5-dimethyl-4-methylene-hexyl]-8,9a-dihydroxy-3a,5b-dimethyl-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-10-carbaldehyde

2D Structure

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2D Structure of (3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-3-[(1R)-1,5-dimethyl-4-methylene-hexyl]-8,9a-dihydroxy-3a,5b-dimethyl-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.6324 63.24%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6011 60.11%
OATP2B1 inhibitior - 0.5844 58.44%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior + 0.8063 80.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8406 84.06%
P-glycoprotein inhibitior - 0.5770 57.70%
P-glycoprotein substrate - 0.5346 53.46%
CYP3A4 substrate + 0.7241 72.41%
CYP2C9 substrate - 0.8058 80.58%
CYP2D6 substrate - 0.8020 80.20%
CYP3A4 inhibition - 0.7998 79.98%
CYP2C9 inhibition - 0.7976 79.76%
CYP2C19 inhibition - 0.7969 79.69%
CYP2D6 inhibition - 0.9536 95.36%
CYP1A2 inhibition - 0.9123 91.23%
CYP2C8 inhibition - 0.6296 62.96%
CYP inhibitory promiscuity - 0.6968 69.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6008 60.08%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9519 95.19%
Skin irritation + 0.5826 58.26%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.5083 50.83%
Human Ether-a-go-go-Related Gene inhibition - 0.4691 46.91%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.5464 54.64%
skin sensitisation - 0.6363 63.63%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8003 80.03%
Acute Oral Toxicity (c) I 0.7920 79.20%
Estrogen receptor binding + 0.7694 76.94%
Androgen receptor binding + 0.7370 73.70%
Thyroid receptor binding + 0.6565 65.65%
Glucocorticoid receptor binding + 0.7402 74.02%
Aromatase binding + 0.5472 54.72%
PPAR gamma + 0.5657 56.57%
Honey bee toxicity - 0.6855 68.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.56% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.79% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.14% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.88% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.88% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.87% 85.31%
CHEMBL1871 P10275 Androgen Receptor 91.29% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.05% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.94% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.62% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.16% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 89.07% 95.93%
CHEMBL2581 P07339 Cathepsin D 88.38% 98.95%
CHEMBL240 Q12809 HERG 87.21% 89.76%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.24% 95.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.14% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.75% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.67% 90.71%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.44% 94.78%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.38% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.80% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.58% 97.47%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 83.22% 96.03%
CHEMBL237 P41145 Kappa opioid receptor 83.02% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.12% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.90% 98.05%
CHEMBL3837 P07711 Cathepsin L 81.83% 96.61%
CHEMBL233 P35372 Mu opioid receptor 81.35% 97.93%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.32% 98.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.24% 93.00%

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 49770837
LOTUS LTS0065524
wikiData Q104917528