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(E)-3-[(1R,2S,3R,5R,6S,9R,10R,13R,15S)-3,15-dihydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-1-(3,3-dimethyloxiran-2-yl)but-2-en-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 f12f293d-d8dd-471d-8313-358ba35db3ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E)-3-[(1R,2S,3R,5R,6S,9R,10R,13R,15S)-3,15-dihydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-1-(3,3-dimethyloxiran-2-yl)but-2-en-1-one
SMILES (Canonical) CC(=CC(=O)C1C(O1)(C)C)C2CCC3(C2CC(C4C3(CCC5C46CCC(C5(C)C)(OC6)O)C)O)C
SMILES (Isomeric) C/C(=C\C(=O)C1C(O1)(C)C)/[C@H]2CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@]46CC[C@@](C5(C)C)(OC6)O)C)O)C
InChI InChI=1S/C30H46O5/c1-17(14-21(32)24-26(4,5)35-24)18-8-10-27(6)19(18)15-20(31)23-28(27,7)11-9-22-25(2,3)30(33)13-12-29(22,23)16-34-30/h14,18-20,22-24,31,33H,8-13,15-16H2,1-7H3/b17-14+/t18-,19-,20-,22+,23+,24?,27-,28-,29-,30+/m1/s1
InChI Key DNEQSUWGQYPGFV-JEDLGTIFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.03
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 (E)-3-[(1R,2S,3R,5R,6S,9R,10R,13R,15S)-3,15-dihydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-1-(3,3-dimethyloxiran-2-yl)but-2-en-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 + 0.9717 97.17%
Caco-2 - 0.6317 63.17%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8104 81.04%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8540 85.40%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.9631 96.31%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5455 54.55%
CYP3A4 substrate + 0.6954 69.54%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition - 0.8261 82.61%
CYP2C19 inhibition - 0.8983 89.83%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.7935 79.35%
CYP2C8 inhibition + 0.4855 48.55%
CYP inhibitory promiscuity - 0.9566 95.66%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5522 55.22%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9401 94.01%
Skin irritation + 0.5240 52.40%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7758 77.58%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8208 82.08%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6801 68.01%
Acute Oral Toxicity (c) I 0.4173 41.73%
Estrogen receptor binding + 0.7883 78.83%
Androgen receptor binding + 0.7625 76.25%
Thyroid receptor binding + 0.5544 55.44%
Glucocorticoid receptor binding + 0.7789 77.89%
Aromatase binding + 0.7525 75.25%
PPAR gamma + 0.6106 61.06%
Honey bee toxicity - 0.7083 70.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9710 97.10%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.79% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.14% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.28% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.98% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.84% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.82% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.81% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 88.73% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.35% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.24% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.61% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.89% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.83% 97.14%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.45% 98.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.94% 82.69%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.47% 97.47%
CHEMBL268 P43235 Cathepsin K 82.43% 96.85%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.82% 99.23%
CHEMBL233 P35372 Mu opioid receptor 81.69% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.37% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.13% 91.03%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.62% 82.50%
CHEMBL259 P32245 Melanocortin receptor 4 80.53% 95.38%
CHEMBL5646 Q6L5J4 FML2_HUMAN 80.17% 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.
Varronia multispicata

Cross-Links

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PubChem 101262429
LOTUS LTS0254873
wikiData Q104985521