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(3R,3aR,8aR)-7-[2-[(3R,5aR,6R,7S,9aR)-3,7-dihydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepin-6-yl]ethyl]-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1H-azulen-5-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 b6e40529-32aa-47a8-be3d-4c80d3700023
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,3aR,8aR)-7-[2-[(3R,5aR,6R,7S,9aR)-3,7-dihydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepin-6-yl]ethyl]-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1H-azulen-5-one
SMILES (Canonical) CC1=C(C(C2CCC(C2CC1=O)(C)O)(C)C)CCC3C4(CCC(C(OC4CCC3(C)O)(C)C)O)C
SMILES (Isomeric) CC1=C(C([C@@H]2CC[C@@]([C@@H]2CC1=O)(C)O)(C)C)CC[C@@H]3[C@]4(CC[C@H](C(O[C@@H]4CC[C@]3(C)O)(C)C)O)C
InChI InChI=1S/C30H50O5/c1-18-19(26(2,3)20-11-15-29(7,33)21(20)17-22(18)31)9-10-23-28(6)14-12-24(32)27(4,5)35-25(28)13-16-30(23,8)34/h20-21,23-25,32-34H,9-17H2,1-8H3/t20-,21-,23-,24-,25-,28-,29-,30+/m1/s1
InChI Key FQTPRZRMUIPDCH-RTGRRBCCSA-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) 87.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 5.35
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aR,8aR)-7-[2-[(3R,5aR,6R,7S,9aR)-3,7-dihydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepin-6-yl]ethyl]-3-hydroxy-3,6,8,8-tetramethyl-2,3a,4,8a-tetrahydro-1H-azulen-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 - 0.6198 61.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6869 68.69%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.8335 83.35%
OATP1B3 inhibitior + 0.9621 96.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6401 64.01%
P-glycoprotein inhibitior - 0.5416 54.16%
P-glycoprotein substrate - 0.5842 58.42%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8807 88.07%
CYP3A4 inhibition - 0.6687 66.87%
CYP2C9 inhibition - 0.7154 71.54%
CYP2C19 inhibition - 0.7533 75.33%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.7286 72.86%
CYP2C8 inhibition - 0.6155 61.55%
CYP inhibitory promiscuity - 0.8318 83.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6680 66.80%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9238 92.38%
Skin irritation + 0.5812 58.12%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6172 61.72%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.6773 67.73%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7206 72.06%
Acute Oral Toxicity (c) III 0.4883 48.83%
Estrogen receptor binding + 0.6939 69.39%
Androgen receptor binding + 0.7211 72.11%
Thyroid receptor binding + 0.6173 61.73%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding + 0.7280 72.80%
PPAR gamma + 0.5594 55.94%
Honey bee toxicity - 0.8269 82.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9717 97.17%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.37% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.27% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.09% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.59% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.06% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.23% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.07% 89.00%
CHEMBL1871 P10275 Androgen Receptor 87.17% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.08% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 86.67% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 84.85% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.84% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.69% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.33% 91.11%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.95% 85.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.03% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.76% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.39% 86.33%

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 101320296
LOTUS LTS0211658
wikiData Q104251779