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(3R,5aR,6R,7S,9aR)-6-[2-[(3R,6S)-3-hydroxy-6-[(3R)-3-hydroxy-4-methylpent-4-enyl]-2,6-dimethylcyclohexen-1-yl]ethyl]-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepine-3,7-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 5a674de5-6c02-48f3-86dd-da428c58a89e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,5aR,6R,7S,9aR)-6-[2-[(3R,6S)-3-hydroxy-6-[(3R)-3-hydroxy-4-methylpent-4-enyl]-2,6-dimethylcyclohexen-1-yl]ethyl]-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepine-3,7-diol
SMILES (Canonical) CC1=C(C(CCC1O)(C)CCC(C(=C)C)O)CCC2C3(CCC(C(OC3CCC2(C)O)(C)C)O)C
SMILES (Isomeric) CC1=C([C@@](CC[C@H]1O)(C)CC[C@H](C(=C)C)O)CC[C@@H]2[C@]3(CC[C@H](C(O[C@@H]3CC[C@]2(C)O)(C)C)O)C
InChI InChI=1S/C30H52O5/c1-19(2)22(31)11-15-28(6)16-12-23(32)20(3)21(28)9-10-24-29(7)17-13-25(33)27(4,5)35-26(29)14-18-30(24,8)34/h22-26,31-34H,1,9-18H2,2-8H3/t22-,23-,24-,25-,26-,28+,29-,30+/m1/s1
InChI Key IKCIATHXZFMGOJ-AUAIAXQGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O5
Molecular Weight 492.70 g/mol
Exact Mass 492.38147475 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.45
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5aR,6R,7S,9aR)-6-[2-[(3R,6S)-3-hydroxy-6-[(3R)-3-hydroxy-4-methylpent-4-enyl]-2,6-dimethylcyclohexen-1-yl]ethyl]-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepine-3,7-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9830 98.30%
Caco-2 - 0.6708 67.08%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5598 55.98%
OATP2B1 inhibitior - 0.5736 57.36%
OATP1B1 inhibitior + 0.8855 88.55%
OATP1B3 inhibitior + 0.9437 94.37%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6717 67.17%
P-glycoprotein inhibitior - 0.6252 62.52%
P-glycoprotein substrate + 0.6248 62.48%
CYP3A4 substrate + 0.7023 70.23%
CYP2C9 substrate - 0.7722 77.22%
CYP2D6 substrate - 0.7344 73.44%
CYP3A4 inhibition - 0.5599 55.99%
CYP2C9 inhibition - 0.8132 81.32%
CYP2C19 inhibition - 0.6830 68.30%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.8216 82.16%
CYP2C8 inhibition + 0.5081 50.81%
CYP inhibitory promiscuity - 0.8239 82.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.7204 72.04%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8760 87.60%
Skin irritation - 0.5380 53.80%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6637 66.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4477 44.77%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5551 55.51%
skin sensitisation - 0.6477 64.77%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7418 74.18%
Acute Oral Toxicity (c) III 0.6379 63.79%
Estrogen receptor binding + 0.6605 66.05%
Androgen receptor binding + 0.6603 66.03%
Thyroid receptor binding + 0.5929 59.29%
Glucocorticoid receptor binding + 0.6896 68.96%
Aromatase binding + 0.7109 71.09%
PPAR gamma + 0.5368 53.68%
Honey bee toxicity - 0.7347 73.47%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9890 98.90%

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 96.60% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.26% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.82% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.81% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.46% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.81% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.13% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.35% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.85% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.42% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 84.38% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.83% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.35% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.31% 89.05%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.16% 94.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.61% 100.00%
CHEMBL233 P35372 Mu opioid receptor 81.53% 97.93%
CHEMBL1871 P10275 Androgen Receptor 81.34% 96.43%
CHEMBL4040 P28482 MAP kinase ERK2 81.04% 83.82%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.01% 90.08%

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 162913493
LOTUS LTS0223270
wikiData Q105114285