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Cyclomarin 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 6731c265-6a98-47ca-9e53-fe2fdaf573e6
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name (3S,6S,9S,12S,15S,18S,21S)-21-[(2R)-3-hydroxy-2-methylpropyl]-3-[(R)-hydroxy-[1-[2-[(2R)-oxiran-2-yl]propan-2-yl]indol-3-yl]methyl]-15-[(R)-methoxy(phenyl)methyl]-1,10,18-trimethyl-6-[(2R)-4-methylpent-3-en-2-yl]-9-(2-methylpropyl)-12-propan-2-yl-1,4,7,10,13,16,19-heptazacyclohenicosane-2,5,8,11,14,17,20-heptone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H82N8O11/c1-30(2)24-34(8)44-52(70)60-45(47(66)38-27-64(56(10,11)42-29-75-42)39-23-19-18-22-37(38)39)55(73)63(13)41(26-33(7)28-65)50(68)57-35(9)49(67)61-46(48(74-14)36-20-16-15-17-21-36)53(71)58-43(32(5)6)54(72)62(12)40(25-31(3)4)51(69)59-44/h15-24,27,31-35,40-48,65-66H,25-26,28-29H2,1-14H3,(H,57,68)(H,58,71)(H,59,69)(H,60,70)(H,61,67)/t33-,34-,35+,40+,41+,42+,43+,44+,45+,46+,47-,48-/m1/s1
InChI Key WCNJVJCYRBJSLC-BCJYPDSRSA-N
Popularity 17 references in papers

Physical and Chemical Properties

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Molecular Formula C56H82N8O11
Molecular Weight 1043.30 g/mol
Exact Mass 1042.61030546 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

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169062-92-4
(3S,6S,9S,12S,15S,18S,21S)-21-[(2R)-3-Hydroxy-2-methylpropyl]-3-[(R)-hydroxy-[1-[2-[(2R)-oxiran-2-yl]propan-2-yl]indol-3-yl]methyl]-15-[(R)-methoxy(phenyl)methyl]-1,10,18-trimethyl-6-[(2R)-4-methylpent-3-en-2-yl]-9-(2-methylpropyl)-12-propan-2-yl-1,4,7,10,13,16,19-heptazacyclohenicosane-2,5,8,11,14,17,20-heptone
CHEBI:182606
DTXSID601347033

2D Structure

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2D Structure of Cyclomarin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9670 96.70%
Caco-2 - 0.8640 86.40%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.3936 39.36%
OATP2B1 inhibitior - 0.5834 58.34%
OATP1B1 inhibitior + 0.8114 81.14%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.8847 88.47%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8358 83.58%
P-glycoprotein inhibitior + 0.7491 74.91%
P-glycoprotein substrate + 0.8368 83.68%
CYP3A4 substrate + 0.7387 73.87%
CYP2C9 substrate - 0.7948 79.48%
CYP2D6 substrate - 0.8316 83.16%
CYP3A4 inhibition - 0.6283 62.83%
CYP2C9 inhibition - 0.7586 75.86%
CYP2C19 inhibition - 0.6665 66.65%
CYP2D6 inhibition - 0.8358 83.58%
CYP1A2 inhibition - 0.6681 66.81%
CYP2C8 inhibition + 0.7007 70.07%
CYP inhibitory promiscuity - 0.6820 68.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5409 54.09%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.7612 76.12%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6680 66.80%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5323 53.23%
skin sensitisation - 0.8518 85.18%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9534 95.34%
Acute Oral Toxicity (c) III 0.5007 50.07%
Estrogen receptor binding + 0.8060 80.60%
Androgen receptor binding + 0.7470 74.70%
Thyroid receptor binding + 0.6406 64.06%
Glucocorticoid receptor binding + 0.7259 72.59%
Aromatase binding + 0.6204 62.04%
PPAR gamma + 0.8075 80.75%
Honey bee toxicity - 0.6955 69.55%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9356 93.56%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 99.37% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.59% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.37% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.21% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.36% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.21% 97.25%
CHEMBL1949 P62937 Cyclophilin A 92.04% 98.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.12% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.43% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 89.20% 89.67%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.01% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.04% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.93% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.86% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.60% 96.00%
CHEMBL5028 O14672 ADAM10 86.23% 97.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.61% 91.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.09% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.48% 93.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.44% 90.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.73% 99.17%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.63% 95.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.49% 89.50%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.43% 90.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.96% 93.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.85% 89.44%
CHEMBL1937 Q92769 Histone deacetylase 2 80.14% 94.75%

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 10772429
LOTUS LTS0124147
wikiData Q105301903