Plumeridoid C

Details

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Internal ID 5da4c11c-be6b-470b-991b-d311c1537710
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name methyl (3R,4R,4aS,7R,7aR)-3-hydroxy-4'-[(1S)-1-hydroxyethyl]-5'-oxospiro[3,4,4a,7a-tetrahydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
SMILES (Canonical) CC(C1=CC2(C=CC3C2COC(C3C(=O)OC)O)OC1=O)O
SMILES (Isomeric) C[C@@H](C1=C[C@@]2(C=C[C@H]3[C@@H]2CO[C@H]([C@@H]3C(=O)OC)O)OC1=O)O
InChI InChI=1S/C15H18O7/c1-7(16)9-5-15(22-12(9)17)4-3-8-10(15)6-21-14(19)11(8)13(18)20-2/h3-5,7-8,10-11,14,16,19H,6H2,1-2H3/t7-,8-,10-,11-,14+,15+/m0/s1
InChI Key LZSHEGYGSMDOTG-NLETUJQWSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C15H18O7
Molecular Weight 310.30 g/mol
Exact Mass 310.10525291 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.47
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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(2'R,3R,4R,4aS,7aR)-methyl 3-hydroxy-4'-[(S)-1-hydroxyethyl]-5'-oxo- 3,4,4a,7a-tetrahydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate

2D Structure

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2D Structure of Plumeridoid C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9697 96.97%
Caco-2 - 0.6781 67.81%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8244 82.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8771 87.71%
OATP1B3 inhibitior + 0.9397 93.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7192 71.92%
P-glycoprotein inhibitior - 0.8517 85.17%
P-glycoprotein substrate - 0.5647 56.47%
CYP3A4 substrate + 0.6523 65.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8907 89.07%
CYP3A4 inhibition - 0.8479 84.79%
CYP2C9 inhibition - 0.7744 77.44%
CYP2C19 inhibition - 0.8117 81.17%
CYP2D6 inhibition - 0.9220 92.20%
CYP1A2 inhibition - 0.8050 80.50%
CYP2C8 inhibition - 0.7830 78.30%
CYP inhibitory promiscuity - 0.8105 81.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5500 55.00%
Eye corrosion - 0.9685 96.85%
Eye irritation - 0.9633 96.33%
Skin irritation - 0.6828 68.28%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5491 54.91%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6392 63.92%
skin sensitisation - 0.7828 78.28%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5849 58.49%
Acute Oral Toxicity (c) III 0.3835 38.35%
Estrogen receptor binding + 0.6612 66.12%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.6281 62.81%
Glucocorticoid receptor binding - 0.4887 48.87%
Aromatase binding - 0.5521 55.21%
PPAR gamma + 0.5174 51.74%
Honey bee toxicity - 0.7303 73.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.7843 78.43%

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 97.79% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.38% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.96% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.12% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.16% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 86.94% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.52% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.93% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.91% 91.07%
CHEMBL4208 P20618 Proteasome component C5 84.00% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.99% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.71% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.28% 92.88%
CHEMBL221 P23219 Cyclooxygenase-1 81.79% 90.17%
CHEMBL5028 O14672 ADAM10 80.63% 97.50%

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.
Acacia salicina
Achillea santolinoides subsp. wilhelmsii
Ajania nubigena
Backhousia angustifolia
Blighia welwitschii
Cunninghamia konishii
Dioscorea villosa
Juniperus ashei
Kalanchoe blossfeldiana
Plumeria rubra
Sassafras albidum

Cross-Links

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PubChem 123964288
NPASS NPC121439
LOTUS LTS0117419
wikiData Q105160105