PlantaeDB Logo
Login Sign-up

Macrophorin 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

Top
Internal ID 24395106-e435-416b-9b03-45db177cb408
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name (1R,5R,6R)-1-[[(1S,4aR,6S,8aR)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
SMILES (Canonical) CC1(C2CCC(=C)C(C2(CCC1O)C)CC34C(O3)C(C(=CC4=O)CO)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CCC(=C)[C@@H]2C[C@]34[C@H](O3)[C@@H](C(=CC4=O)CO)O)(C)C)O
InChI InChI=1S/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h9,14-16,18-19,23-24,26H,1,5-8,10-11H2,2-4H3/t14-,15-,16-,18+,19+,21+,22-/m0/s1
InChI Key ZJIGIRXWBMNWPJ-PEPYYZTCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C22H32O5
Molecular Weight 376.50 g/mol
Exact Mass 376.22497412 g/mol
Topological Polar Surface Area (TPSA) 90.30 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
6PI1M9UNTJ
UNII-6PI1M9UNTJ
85764-11-0
(1R,2R,6R)-6-(((1S,4aR,6S,8aR)-6-Hydroxy-5,5,8a-trimethyl-2-methylene-decalin-1-yl)methyl)-2-hydroxy-3-(hydroxymethyl)-7-oxabicyclo(4.1.0)hept-3-en-5-one
7-Oxabicyclo(4.1.0)hept-3-en-2-one, 1-((decahydro-6-hydroxy-5,5,8a-trimethyl-2-methylene-1-naphthalenyl)methyl)-5-hydroxy-4-(hydroxymethyl)-, (1S-(1alpha(1S*,5S*,6S*),4abeta,6alpha,8aalpha))-
CHEBI:174988
DTXSID201099397
(1R,5R,6R)-1-[[(1S,4aR,6S,8aR)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
(1R,5R,6R)-1-[[(1S,4aR,6S,8aR)-Decahydro-6-hydroxy-5,5,8a-trimethyl-2-methylene-1-naphthalenyl]methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
7-OXABICYCLO(4.1.0)HEPT-3-EN-2-ONE, 1-((DECAHYDRO-6-HYDROXY-5,5,8A-TRIMETHYL-2-METHYLENE-1-NAPHTHALENYL)METHYL)-5-HYDROXY-4-(HYDROXYMETHYL)-, (1S-(1.ALPHA.(1S*,5S*,6S*),4A.BETA.,6.ALPHA.,8A.ALPHA.))-

2D Structure

Top
2D Structure of Macrophorin C

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9652 96.52%
Caco-2 - 0.5186 51.86%
Blood Brain Barrier + 0.6856 68.56%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6365 63.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8734 87.34%
OATP1B3 inhibitior + 0.9270 92.70%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.5007 50.07%
BSEP inhibitior - 0.7237 72.37%
P-glycoprotein inhibitior - 0.8654 86.54%
P-glycoprotein substrate - 0.7852 78.52%
CYP3A4 substrate + 0.6858 68.58%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8724 87.24%
CYP3A4 inhibition - 0.6694 66.94%
CYP2C9 inhibition - 0.6234 62.34%
CYP2C19 inhibition - 0.7692 76.92%
CYP2D6 inhibition - 0.9253 92.53%
CYP1A2 inhibition - 0.7990 79.90%
CYP2C8 inhibition - 0.7267 72.67%
CYP inhibitory promiscuity - 0.8945 89.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7119 71.19%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9486 94.86%
Skin irritation - 0.5996 59.96%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5247 52.47%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6600 66.00%
skin sensitisation - 0.8088 80.88%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6976 69.76%
Acute Oral Toxicity (c) III 0.6539 65.39%
Estrogen receptor binding + 0.7656 76.56%
Androgen receptor binding + 0.7348 73.48%
Thyroid receptor binding + 0.6124 61.24%
Glucocorticoid receptor binding + 0.8160 81.60%
Aromatase binding + 0.5995 59.95%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8118 81.18%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9754 97.54%

Targets

Top

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 96.17% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.22% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.04% 95.93%
CHEMBL2581 P07339 Cathepsin D 90.66% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.39% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.10% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.82% 95.56%
CHEMBL1977 P11473 Vitamin D receptor 87.61% 99.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.54% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.81% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.28% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.41% 95.89%
CHEMBL1871 P10275 Androgen Receptor 80.80% 96.43%

Plants that contains it

Top
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

Top
PubChem 101301307
LOTUS LTS0258510
wikiData Q105377912