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Rhinomilisin A

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 b6bc8baa-c0cf-41ac-8be5-51fdff45e05f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (5aR,6S,9R,9aR)-9-[[(5aR,6S,9R,9aR)-9-(chloromethyl)-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carbonyl]oxymethyl]-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid
SMILES (Canonical) CC(C)C1CCC(C2C1C=C(COC2=O)C(=O)O)(COC(=O)C3=CC4C(CCC(C4C(=O)OC3)(CCl)O)C(C)C)O
SMILES (Isomeric) CC(C)[C@@H]1CC[C@@]([C@H]2[C@H]1C=C(COC2=O)C(=O)O)(COC(=O)C3=C[C@H]4[C@@H](CC[C@@]([C@@H]4C(=O)OC3)(CCl)O)C(C)C)O
InChI InChI=1S/C30H41ClO10/c1-15(2)19-5-7-29(37,13-31)23-22(19)10-18(12-40-27(23)35)26(34)41-14-30(38)8-6-20(16(3)4)21-9-17(25(32)33)11-39-28(36)24(21)30/h9-10,15-16,19-24,37-38H,5-8,11-14H2,1-4H3,(H,32,33)/t19-,20-,21-,22-,23-,24-,29-,30-/m0/s1
InChI Key FIEQQNHDRLOILS-TYKFYTCVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H41ClO10
Molecular Weight 597.10 g/mol
Exact Mass 596.2388252 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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(5aR,6S,9R,9aR)-9-[[(5aR,6S,9R,9aR)-9-(chloromethyl)-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carbonyl]oxymethyl]-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid
(5AR,6S,9R,9ar)-9-(((5ar,6S,9R,9ar)-9-(chloromethyl)-9-hydroxy-1-oxo-6-(propan-2-yl)-1,3,5a,6,7,8,9,9a-octahydro-2-benzoxepine-4-carbonyloxy)methyl)-9-hydroxy-1-oxo-6-(propan-2-yl)-1,3,5a,6,7,8,9,9a-octahydro-2-benzoxepine-4-carboxylate
(5aR,6S,9R,9aR)-9-(((5aR,6S,9R,9aR)-9-(chloromethyl)-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carbonyl)oxymethyl)-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid
(5AR,6S,9R,9ar)-9-{[(5ar,6S,9R,9ar)-9-(chloromethyl)-9-hydroxy-1-oxo-6-(propan-2-yl)-1,3,5a,6,7,8,9,9a-octahydro-2-benzoxepine-4-carbonyloxy]methyl}-9-hydroxy-1-oxo-6-(propan-2-yl)-1,3,5a,6,7,8,9,9a-octahydro-2-benzoxepine-4-carboxylate
RefChem:179172
CHEBI:223894

2D Structure

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2D Structure of Rhinomilisin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.8240 82.40%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7990 79.90%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8940 89.40%
OATP1B3 inhibitior + 0.8731 87.31%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.8912 89.12%
P-glycoprotein inhibitior + 0.7307 73.07%
P-glycoprotein substrate - 0.7380 73.80%
CYP3A4 substrate + 0.6389 63.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9116 91.16%
CYP3A4 inhibition - 0.9142 91.42%
CYP2C9 inhibition - 0.7639 76.39%
CYP2C19 inhibition - 0.8266 82.66%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.8544 85.44%
CYP2C8 inhibition - 0.7142 71.42%
CYP inhibitory promiscuity - 0.9547 95.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8813 88.13%
Carcinogenicity (trinary) Non-required 0.5490 54.90%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9257 92.57%
Skin irritation - 0.7227 72.27%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.7238 72.38%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.6806 68.06%
skin sensitisation - 0.7894 78.94%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5675 56.75%
Acute Oral Toxicity (c) III 0.5416 54.16%
Estrogen receptor binding + 0.7503 75.03%
Androgen receptor binding + 0.7599 75.99%
Thyroid receptor binding - 0.5096 50.96%
Glucocorticoid receptor binding + 0.7073 70.73%
Aromatase binding + 0.6249 62.49%
PPAR gamma + 0.6611 66.11%
Honey bee toxicity - 0.8831 88.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7350 73.50%
Fish aquatic toxicity + 0.9714 97.14%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.54% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.28% 94.45%
CHEMBL4072 P07858 Cathepsin B 90.87% 93.67%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.92% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.38% 95.56%
CHEMBL5028 O14672 ADAM10 83.03% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.87% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.09% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.98% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.80% 96.47%
CHEMBL1937 Q92769 Histone deacetylase 2 80.22% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.18% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.08% 93.00%

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.
There are no matching plants.

Cross-Links

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PubChem 145720940
LOTUS LTS0245224
wikiData Q104995665