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(1R,4S,5S,8R,9R,12S,13S)-8-[(2R,4R)-4,6-dihydroxy-6-methyl-5-oxoheptan-2-yl]-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-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 fe768062-d26e-42dc-a69d-d5c92f7d962d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (1R,4S,5S,8R,9R,12S,13S)-8-[(2R,4R)-4,6-dihydroxy-6-methyl-5-oxoheptan-2-yl]-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-one
SMILES (Canonical) CC(CC(C(=O)C(C)(C)O)O)C1CCC2(C1(CCC34C2C=CC5(C3CCC(=O)C5(C)C)OC4)C)C
SMILES (Isomeric) C[C@H](C[C@H](C(=O)C(C)(C)O)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2C=C[C@]5([C@H]3CCC(=O)C5(C)C)OC4)C)C
InChI InChI=1S/C30H46O5/c1-18(16-20(31)24(33)26(4,5)34)19-10-12-28(7)21-11-13-30-22(8-9-23(32)25(30,2)3)29(21,17-35-30)15-14-27(19,28)6/h11,13,18-22,31,34H,8-10,12,14-17H2,1-7H3/t18-,19-,20-,21+,22+,27-,28+,29+,30-/m1/s1
InChI Key OQFWMRFNDHLOCN-REVKDAAWSA-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) 83.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.88
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5S,8R,9R,12S,13S)-8-[(2R,4R)-4,6-dihydroxy-6-methyl-5-oxoheptan-2-yl]-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9638 96.38%
Caco-2 - 0.6488 64.88%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7186 71.86%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.9799 97.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5923 59.23%
BSEP inhibitior + 0.9118 91.18%
P-glycoprotein inhibitior - 0.4780 47.80%
P-glycoprotein substrate + 0.5294 52.94%
CYP3A4 substrate + 0.6640 66.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8134 81.34%
CYP3A4 inhibition - 0.8044 80.44%
CYP2C9 inhibition - 0.8023 80.23%
CYP2C19 inhibition - 0.8748 87.48%
CYP2D6 inhibition - 0.9512 95.12%
CYP1A2 inhibition - 0.8777 87.77%
CYP2C8 inhibition - 0.5759 57.59%
CYP inhibitory promiscuity - 0.8930 89.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6139 61.39%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9527 95.27%
Skin irritation + 0.4897 48.97%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.6407 64.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6642 66.42%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6271 62.71%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6042 60.42%
Acute Oral Toxicity (c) III 0.5255 52.55%
Estrogen receptor binding + 0.7452 74.52%
Androgen receptor binding + 0.7548 75.48%
Thyroid receptor binding + 0.6811 68.11%
Glucocorticoid receptor binding + 0.8188 81.88%
Aromatase binding + 0.7587 75.87%
PPAR gamma + 0.6035 60.35%
Honey bee toxicity - 0.8382 83.82%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9759 97.59%

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 99.72% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.38% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.61% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.55% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.11% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.84% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.77% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.79% 95.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.72% 89.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.04% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.61% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.10% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.25% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.82% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.38% 95.89%
CHEMBL5028 O14672 ADAM10 81.89% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.78% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.72% 98.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.32% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.29% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.04% 91.24%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.71% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.51% 89.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.50% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.33% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.10% 82.69%

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.
Momordica charantia

Cross-Links

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PubChem 163027771
LOTUS LTS0028314
wikiData Q105196766