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(1R,4R)-1,4-bis[(2S,5R)-5-[(2S)-5-bromo-6-chloro-2-hydroxy-6-methylheptan-2-yl]-2-methyloxolan-2-yl]butane-1,4-diol

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 a0280cf2-0894-4895-8a34-49d2d9a259ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,4R)-1,4-bis[(2S,5R)-5-[(2S)-5-bromo-6-chloro-2-hydroxy-6-methylheptan-2-yl]-2-methyloxolan-2-yl]butane-1,4-diol
SMILES (Canonical) CC1(CCC(O1)C(C)(CCC(C(C)(C)Cl)Br)O)C(CCC(C2(CCC(O2)C(C)(CCC(C(C)(C)Cl)Br)O)C)O)O
SMILES (Isomeric) C[C@]1(CC[C@@H](O1)[C@](C)(CCC(C(C)(C)Cl)Br)O)[C@@H](CC[C@H]([C@@]2(CC[C@@H](O2)[C@](C)(CCC(C(C)(C)Cl)Br)O)C)O)O
InChI InChI=1S/C30H54Br2Cl2O6/c1-25(2,33)19(31)11-15-27(5,37)23-13-17-29(7,39-23)21(35)9-10-22(36)30(8)18-14-24(40-30)28(6,38)16-12-20(32)26(3,4)34/h19-24,35-38H,9-18H2,1-8H3/t19?,20?,21-,22-,23-,24-,27+,28+,29+,30+/m1/s1
InChI Key NEJTYBNVYQKIKX-ALAMVRRNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H54Br2Cl2O6
Molecular Weight 741.50 g/mol
Exact Mass 740.16437 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.99
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R)-1,4-bis[(2S,5R)-5-[(2S)-5-bromo-6-chloro-2-hydroxy-6-methylheptan-2-yl]-2-methyloxolan-2-yl]butane-1,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9693 96.93%
Caco-2 - 0.7977 79.77%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5831 58.31%
OATP2B1 inhibitior - 0.5703 57.03%
OATP1B1 inhibitior + 0.9179 91.79%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.8033 80.33%
P-glycoprotein inhibitior + 0.6428 64.28%
P-glycoprotein substrate - 0.8113 81.13%
CYP3A4 substrate + 0.6371 63.71%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.7578 75.78%
CYP3A4 inhibition - 0.8404 84.04%
CYP2C9 inhibition - 0.7635 76.35%
CYP2C19 inhibition - 0.7257 72.57%
CYP2D6 inhibition - 0.8914 89.14%
CYP1A2 inhibition - 0.7887 78.87%
CYP2C8 inhibition - 0.8404 84.04%
CYP inhibitory promiscuity - 0.8160 81.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7332 73.32%
Carcinogenicity (trinary) Non-required 0.5515 55.15%
Eye corrosion - 0.9605 96.05%
Eye irritation - 0.9178 91.78%
Skin irritation - 0.7013 70.13%
Skin corrosion - 0.9057 90.57%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4461 44.61%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5226 52.26%
skin sensitisation - 0.6194 61.94%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5519 55.19%
Acute Oral Toxicity (c) III 0.6492 64.92%
Estrogen receptor binding + 0.6653 66.53%
Androgen receptor binding + 0.6004 60.04%
Thyroid receptor binding + 0.5547 55.47%
Glucocorticoid receptor binding + 0.5713 57.13%
Aromatase binding + 0.6485 64.85%
PPAR gamma + 0.6251 62.51%
Honey bee toxicity - 0.6364 63.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8405 84.05%

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 99.37% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.40% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.87% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.95% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.12% 91.11%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.29% 98.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.37% 97.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.43% 98.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.67% 92.88%
CHEMBL2581 P07339 Cathepsin D 85.29% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.08% 89.05%
CHEMBL233 P35372 Mu opioid receptor 83.81% 97.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.48% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.33% 94.73%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 83.30% 85.94%
CHEMBL4581 P52732 Kinesin-like protein 1 82.78% 93.18%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.37% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.18% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.94% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.47% 96.47%
CHEMBL1871 P10275 Androgen Receptor 80.64% 96.43%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.49% 92.78%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.35% 96.77%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.29% 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.
There are no matching plants.

Cross-Links

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PubChem 102374998
LOTUS LTS0241642
wikiData Q105177985