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(1R,3S,7R,8E,11R,12S)-12-[[(1S,3R,6S,7R,9E,11R)-10-formyl-3,14-dimethyl-6-[(2S)-6-methylhept-5-en-2-yl]-12-oxo-6-tricyclo[9.3.0.03,7]tetradeca-9,13-dienyl]oxy]-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradeca-4,8-diene-8-carbaldehyde

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 15197a62-0702-4338-b6c0-b5d475fad63a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Ophiobolane sesterterpenoids
IUPAC Name (1R,3S,7R,8E,11R,12S)-12-[[(1S,3R,6S,7R,9E,11R)-10-formyl-3,14-dimethyl-6-[(2S)-6-methylhept-5-en-2-yl]-12-oxo-6-tricyclo[9.3.0.03,7]tetradeca-9,13-dienyl]oxy]-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradeca-4,8-diene-8-carbaldehyde
SMILES (Canonical) CC1=CC(=O)C2C1CC3(CCC(C3CC=C2C=O)(C(C)CCC=C(C)C)OC4(CCC5(C4CC=C(C6C(C5)C(=CC6=O)C)C=O)C)C(C)CCC=C(C)C)C
SMILES (Isomeric) CC1=CC(=O)[C@@H]/2[C@@H]1C[C@@]3([C@@H](C/C=C2/C=O)[C@@](CC3)(O[C@]4([C@H]5[C@@](C[C@@H]6C(=CC(=O)[C@H]6/C(=C\C5)/C=O)C)(CC4)C)[C@H](CCC=C(C)C)C)[C@H](CCC=C(C)C)C)C
InChI InChI=1S/C50H70O5/c1-31(2)13-11-15-35(7)49(23-21-47(9)27-39-33(5)25-41(53)45(39)37(29-51)17-19-43(47)49)55-50(36(8)16-12-14-32(3)4)24-22-48(10)28-40-34(6)26-42(54)46(40)38(30-52)18-20-44(48)50/h13-14,17-18,25-26,29-30,35-36,39-40,43-46H,11-12,15-16,19-24,27-28H2,1-10H3/b37-17-,38-18-/t35-,36-,39+,40+,43+,44+,45-,46-,47+,48+,49-,50-/m0/s1
InChI Key GASPABWMCIDBPK-HAVRSZEMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H70O5
Molecular Weight 751.10 g/mol
Exact Mass 750.52232533 g/mol
Topological Polar Surface Area (TPSA) 77.50 Ų
XlogP 10.10
Atomic LogP (AlogP) 11.44
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,7R,8E,11R,12S)-12-[[(1S,3R,6S,7R,9E,11R)-10-formyl-3,14-dimethyl-6-[(2S)-6-methylhept-5-en-2-yl]-12-oxo-6-tricyclo[9.3.0.03,7]tetradeca-9,13-dienyl]oxy]-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradeca-4,8-diene-8-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9951 99.51%
Caco-2 - 0.8176 81.76%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7252 72.52%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8366 83.66%
OATP1B3 inhibitior + 0.8887 88.87%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9955 99.55%
P-glycoprotein inhibitior + 0.8211 82.11%
P-glycoprotein substrate - 0.5397 53.97%
CYP3A4 substrate + 0.6550 65.50%
CYP2C9 substrate - 0.8246 82.46%
CYP2D6 substrate - 0.8677 86.77%
CYP3A4 inhibition - 0.7394 73.94%
CYP2C9 inhibition - 0.8046 80.46%
CYP2C19 inhibition - 0.8681 86.81%
CYP2D6 inhibition - 0.9490 94.90%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition - 0.6911 69.11%
CYP inhibitory promiscuity - 0.8760 87.60%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6137 61.37%
Eye corrosion - 0.9690 96.90%
Eye irritation - 0.9105 91.05%
Skin irritation + 0.4893 48.93%
Skin corrosion - 0.9778 97.78%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8544 85.44%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6492 64.92%
skin sensitisation + 0.5401 54.01%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5900 59.00%
Acute Oral Toxicity (c) III 0.7602 76.02%
Estrogen receptor binding + 0.8187 81.87%
Androgen receptor binding + 0.7301 73.01%
Thyroid receptor binding + 0.5801 58.01%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding + 0.6609 66.09%
PPAR gamma + 0.7840 78.40%
Honey bee toxicity - 0.7628 76.28%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9867 98.67%

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
CHEMBL1937 Q92769 Histone deacetylase 2 96.06% 94.75%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.35% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.30% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.09% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.38% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.75% 96.09%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 88.25% 85.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.34% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.24% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.09% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.92% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.33% 90.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.82% 96.90%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.93% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.21% 96.47%

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 10700257
LOTUS LTS0052189
wikiData Q105005612