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[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 1,3-benzodioxole-5-carboxylate

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 60548556-562d-45a0-8864-d633f9e3d36b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 1,3-benzodioxole-5-carboxylate
SMILES (Canonical) CC1=CCC2(CCC(C2C(C1)OC(=O)C3=CC4=C(C=C3)OCO4)(C(C)C)O)C
SMILES (Isomeric) CC1=CC[C@]2(CC[C@]([C@@H]2[C@H](C1)OC(=O)C3=CC4=C(C=C3)OCO4)(C(C)C)O)C
InChI InChI=1S/C23H30O5/c1-14(2)23(25)10-9-22(4)8-7-15(3)11-19(20(22)23)28-21(24)16-5-6-17-18(12-16)27-13-26-17/h5-7,12,14,19-20,25H,8-11,13H2,1-4H3/t19-,20+,22-,23+/m0/s1
InChI Key BQGTYCZFWMVNFB-PABCKOPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O5
Molecular Weight 386.50 g/mol
Exact Mass 386.20932405 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 1,3-benzodioxole-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 + 0.7450 74.50%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7716 77.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9159 91.59%
OATP1B3 inhibitior + 0.8817 88.17%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8856 88.56%
P-glycoprotein inhibitior + 0.6923 69.23%
P-glycoprotein substrate - 0.6998 69.98%
CYP3A4 substrate + 0.6394 63.94%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8567 85.67%
CYP3A4 inhibition + 0.6514 65.14%
CYP2C9 inhibition + 0.5898 58.98%
CYP2C19 inhibition + 0.5393 53.93%
CYP2D6 inhibition - 0.8358 83.58%
CYP1A2 inhibition + 0.6472 64.72%
CYP2C8 inhibition - 0.5876 58.76%
CYP inhibitory promiscuity - 0.7668 76.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5177 51.77%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8698 86.98%
Skin irritation - 0.7110 71.10%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7825 78.25%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.6251 62.51%
skin sensitisation - 0.7942 79.42%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7863 78.63%
Acute Oral Toxicity (c) III 0.3778 37.78%
Estrogen receptor binding + 0.6060 60.60%
Androgen receptor binding + 0.6414 64.14%
Thyroid receptor binding + 0.6011 60.11%
Glucocorticoid receptor binding + 0.7567 75.67%
Aromatase binding + 0.7820 78.20%
PPAR gamma - 0.4850 48.50%
Honey bee toxicity - 0.8684 86.84%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9918 99.18%

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 96.05% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.21% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.60% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.92% 96.77%
CHEMBL4208 P20618 Proteasome component C5 92.78% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.36% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.13% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.64% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.85% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.15% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 84.74% 80.96%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.31% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.17% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.92% 92.62%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.87% 95.69%
CHEMBL2535 P11166 Glucose transporter 83.53% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.52% 96.47%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.95% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.93% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.28% 91.19%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.62% 90.24%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.47% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 80.38% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.25% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.14% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.12% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.10% 100.00%

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.
Ferula jaeschkeana

Cross-Links

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PubChem 14563780
LOTUS LTS0007979
wikiData Q104944334