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(5aS,6S,7R,9aS)-6-[2-[(1aS,2aR,3R,5aR,7R,7aR)-3-hydroxy-3,6,6,7a-tetramethyl-2,2a,4,5,5a,7-hexahydro-1aH-azuleno[6,7-b]oxiren-7-yl]ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydrobenzo[b]oxepin-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 cad429cb-1c05-44d5-82c2-e334c35f083f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5aS,6S,7R,9aS)-6-[2-[(1aS,2aR,3R,5aR,7R,7aR)-3-hydroxy-3,6,6,7a-tetramethyl-2,2a,4,5,5a,7-hexahydro-1aH-azuleno[6,7-b]oxiren-7-yl]ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydrobenzo[b]oxepin-3-one
SMILES (Canonical) CC1(C2CCC(C2CC3C(C1CCC4C5(CCC(=O)C(OC5CCC4(C)O)(C)C)C)(O3)C)(C)O)C
SMILES (Isomeric) C[C@@]12CCC(=O)C(O[C@H]1CC[C@@]([C@H]2CC[C@H]3[C@@]4([C@@H](O4)C[C@@H]5[C@H](C3(C)C)CC[C@@]5(C)O)C)(C)O)(C)C
InChI InChI=1S/C30H50O5/c1-25(2)18-11-15-28(6,32)19(18)17-24-30(8,35-24)20(25)9-10-21-27(5)14-12-22(31)26(3,4)34-23(27)13-16-29(21,7)33/h18-21,23-24,32-33H,9-17H2,1-8H3/t18-,19-,20-,21+,23+,24+,27+,28-,29-,30-/m1/s1
InChI Key OABNLEHFHJBVKU-JDGDLPEVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.44
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5aS,6S,7R,9aS)-6-[2-[(1aS,2aR,3R,5aR,7R,7aR)-3-hydroxy-3,6,6,7a-tetramethyl-2,2a,4,5,5a,7-hexahydro-1aH-azuleno[6,7-b]oxiren-7-yl]ethyl]-7-hydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydrobenzo[b]oxepin-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 + 0.9736 97.36%
Caco-2 - 0.7053 70.53%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6768 67.68%
OATP2B1 inhibitior - 0.7077 70.77%
OATP1B1 inhibitior + 0.8694 86.94%
OATP1B3 inhibitior + 0.9322 93.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5563 55.63%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6611 66.11%
CYP3A4 substrate + 0.6732 67.32%
CYP2C9 substrate - 0.6492 64.92%
CYP2D6 substrate - 0.8010 80.10%
CYP3A4 inhibition - 0.7184 71.84%
CYP2C9 inhibition - 0.7345 73.45%
CYP2C19 inhibition - 0.8148 81.48%
CYP2D6 inhibition - 0.9503 95.03%
CYP1A2 inhibition - 0.7087 70.87%
CYP2C8 inhibition - 0.5643 56.43%
CYP inhibitory promiscuity - 0.9478 94.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6761 67.61%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.5310 53.10%
Skin corrosion - 0.9118 91.18%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition - 0.7482 74.82%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5687 56.87%
skin sensitisation - 0.7469 74.69%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6543 65.43%
Acute Oral Toxicity (c) III 0.5499 54.99%
Estrogen receptor binding + 0.5494 54.94%
Androgen receptor binding + 0.6760 67.60%
Thyroid receptor binding + 0.6464 64.64%
Glucocorticoid receptor binding + 0.6693 66.93%
Aromatase binding + 0.7043 70.43%
PPAR gamma + 0.6255 62.55%
Honey bee toxicity - 0.8226 82.26%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.8996 89.96%

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 96.45% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.95% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.84% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.14% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.51% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.80% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.90% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 85.88% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.30% 82.69%
CHEMBL1871 P10275 Androgen Receptor 84.96% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.41% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.31% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.43% 99.23%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.13% 85.30%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.12% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.08% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.07% 92.62%
CHEMBL259 P32245 Melanocortin receptor 4 80.85% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.79% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.71% 93.04%
CHEMBL1902 P62942 FK506-binding protein 1A 80.12% 97.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101320295
LOTUS LTS0223465
wikiData Q105188581