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Chermesin C

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 eb825471-4e20-4ace-b67c-750574a86e16
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name methyl (3S,3'aR,4'S,4aS,5'S,6S,7S,8S,8aS)-3,6-dihydroxy-3'a,4,4,4',7,7',8a-heptamethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-4,5-dihydro-3H-1-benzofuran]-5'-carboxylate
SMILES (Canonical) CC1C(CC2C(C(CCC2(C13CC4(C(C(C(=O)C(=C4O3)C)C(=O)OC)C)C)C)O)(C)C)O
SMILES (Isomeric) C[C@H]1[C@H](C[C@@H]2[C@@]([C@]13C[C@@]4([C@H]([C@@H](C(=O)C(=C4O3)C)C(=O)OC)C)C)(CC[C@@H](C2(C)C)O)C)O
InChI InChI=1S/C26H40O6/c1-13-20(29)19(22(30)31-8)15(3)24(6)12-26(32-21(13)24)14(2)16(27)11-17-23(4,5)18(28)9-10-25(17,26)7/h14-19,27-28H,9-12H2,1-8H3/t14-,15-,16-,17-,18-,19-,24+,25-,26-/m0/s1
InChI Key HXWMOJBBTWPRRO-OQGCYAQCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H40O6
Molecular Weight 448.60 g/mol
Exact Mass 448.28248899 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.64
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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Methyl (2S,2's,3's,3ar,4S,4'as,5S,6's,8'as)-3',6'-dihydroxy-2',3a,4,5',5',7,8'a-heptamethyl-6-oxo-3',3a,4,4',4'a,5,5',6,6',7',8',8'a-dodecahydro-2'H,3H-spiro(1-benzofuran-2,1'-naphthalene)-5-carboxylic acid
Methyl (2S,2's,3's,3ar,4S,4'as,5S,6's,8'as)-3',6'-dihydroxy-2',3a,4,5',5',7,8'a-heptamethyl-6-oxo-3',3a,4,4',4'a,5,5',6,6',7',8',8'a-dodecahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-5-carboxylic acid
methyl (3S,3'aR,4'S,4aS,5'S,6S,7S,8S,8aS)-3,6-dihydroxy-3'a,4,4,4',7,7',8a-heptamethyl-6'-oxospiro(2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-4,5-dihydro-3H-1-benzofuran)-5'-carboxylate
methyl (3S,3'aR,4'S,4aS,5'S,6S,7S,8S,8aS)-3,6-dihydroxy-3'a,4,4,4',7,7',8a-heptamethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-4,5-dihydro-3H-1-benzofuran]-5'-carboxylate
RefChem:125131
CHEMBL4452130
CHEBI:227582
methyl (3S,3'aR,4'S,4aS,5'S,6S,7S,8S,8aS)-3,6-dihydroxy-3'a,4,4,4',7,7',8a-heptamethyl-6'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-4,5-dihydro-3H-1-benzouran]-5'-carboxylate

2D Structure

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2D Structure of Chermesin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.5477 54.77%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8248 82.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8617 86.17%
OATP1B3 inhibitior + 0.8947 89.47%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5603 56.03%
BSEP inhibitior - 0.5264 52.64%
P-glycoprotein inhibitior - 0.5132 51.32%
P-glycoprotein substrate - 0.6869 68.69%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.5306 53.06%
CYP2C9 inhibition - 0.7246 72.46%
CYP2C19 inhibition - 0.8761 87.61%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.6215 62.15%
CYP2C8 inhibition - 0.6121 61.21%
CYP inhibitory promiscuity - 0.8899 88.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5033 50.33%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8544 85.44%
Skin irritation + 0.5086 50.86%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.6318 63.18%
Human Ether-a-go-go-Related Gene inhibition - 0.4656 46.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5967 59.67%
skin sensitisation - 0.8067 80.67%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.5940 59.40%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.7323 73.23%
Thyroid receptor binding + 0.6433 64.33%
Glucocorticoid receptor binding + 0.6849 68.49%
Aromatase binding + 0.7517 75.17%
PPAR gamma + 0.5826 58.26%
Honey bee toxicity - 0.7998 79.98%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9922 99.22%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.56% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.27% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.30% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.57% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.74% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.26% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.90% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.28% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.73% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.01% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.76% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.58% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.41% 94.00%
CHEMBL1871 P10275 Androgen Receptor 80.10% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.00% 94.33%

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 139048356
LOTUS LTS0051417
wikiData Q105035175