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(3R,3aR,5aS,6S,8aS,8bS)-3-[(2R,5S)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-3',3a-dimethylspiro[1,2,3,4,5,5a,7,8,8a,8b-decahydro-as-indacene-6,4'-cyclohexa-2,5-diene]-1'-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 89cff58d-822e-4dc5-bc8e-650af58dc31c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3R,3aR,5aS,6S,8aS,8bS)-3-[(2R,5S)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-3',3a-dimethylspiro[1,2,3,4,5,5a,7,8,8a,8b-decahydro-as-indacene-6,4'-cyclohexa-2,5-diene]-1'-one
SMILES (Canonical) CC1=CC(=O)C=CC12CCC3C2CCC4(C3CCC4C(C)CCC(CO)(C(C)C)O)C
SMILES (Isomeric) CC1=CC(=O)C=C[C@]12CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4[C@H](C)CC[C@@](CO)(C(C)C)O)C
InChI InChI=1S/C28H44O3/c1-18(2)28(31,17-29)15-8-19(3)23-6-7-24-22-10-14-27(13-9-21(30)16-20(27)4)25(22)11-12-26(23,24)5/h9,13,16,18-19,22-25,29,31H,6-8,10-12,14-15,17H2,1-5H3/t19-,22+,23-,24+,25+,26-,27+,28-/m1/s1
InChI Key MRCQPLFTNLQVCS-VILWVLSMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O3
Molecular Weight 428.60 g/mol
Exact Mass 428.32904526 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.71
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aR,5aS,6S,8aS,8bS)-3-[(2R,5S)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-3',3a-dimethylspiro[1,2,3,4,5,5a,7,8,8a,8b-decahydro-as-indacene-6,4'-cyclohexa-2,5-diene]-1'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 - 0.5740 57.40%
Blood Brain Barrier + 0.7135 71.35%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.8351 83.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.9589 95.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5176 51.76%
BSEP inhibitior + 0.9043 90.43%
P-glycoprotein inhibitior + 0.5736 57.36%
P-glycoprotein substrate + 0.5702 57.02%
CYP3A4 substrate + 0.7232 72.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8933 89.33%
CYP3A4 inhibition - 0.8204 82.04%
CYP2C9 inhibition - 0.7854 78.54%
CYP2C19 inhibition - 0.9014 90.14%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.9080 90.80%
CYP2C8 inhibition - 0.7011 70.11%
CYP inhibitory promiscuity - 0.8615 86.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6741 67.41%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9822 98.22%
Skin irritation - 0.5127 51.27%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.6478 64.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7457 74.57%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6331 63.31%
skin sensitisation - 0.7756 77.56%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8259 82.59%
Acute Oral Toxicity (c) III 0.6945 69.45%
Estrogen receptor binding + 0.9132 91.32%
Androgen receptor binding + 0.8307 83.07%
Thyroid receptor binding + 0.6625 66.25%
Glucocorticoid receptor binding + 0.8651 86.51%
Aromatase binding + 0.7369 73.69%
PPAR gamma - 0.4930 49.30%
Honey bee toxicity - 0.8252 82.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9795 97.95%

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 96.07% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.20% 96.09%
CHEMBL1871 P10275 Androgen Receptor 93.05% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.35% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.08% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.11% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.28% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.54% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 87.68% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.63% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.82% 93.99%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.33% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.27% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.15% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 83.40% 93.18%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.28% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.32% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.94% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.67% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.85% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 80.67% 94.75%

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 16105167
LOTUS LTS0161108
wikiData Q105170480