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Panepophenanthrin

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 e5356fd1-5faf-4c65-8aa6-686a50900492
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (1S,2S,3R,4S,6S,10S,13R,14S,16S,17R,18S)-3,13,17-trihydroxy-18-[(E)-3-hydroxy-3-methylbut-1-enyl]-11,11-dimethyl-5,12,15-trioxahexacyclo[8.7.1.02,8.04,6.013,18.014,16]octadec-8-en-7-one
SMILES (Canonical) CC1(C2C=C3C(C4C2(C(O1)(C5C(C4O)O5)O)C=CC(C)(C)O)C(C6C(C3=O)O6)O)C
SMILES (Isomeric) CC1([C@H]2C=C3[C@H]([C@H]4[C@@]2([C@@](O1)([C@@H]5[C@H]([C@@H]4O)O5)O)/C=C/C(C)(C)O)[C@H]([C@H]6[C@@H](C3=O)O6)O)C
InChI InChI=1S/C22H28O8/c1-19(2,26)5-6-21-9-7-8-10(13(24)16-15(28-16)12(8)23)11(21)14(25)17-18(29-17)22(21,27)30-20(9,3)4/h5-7,9-11,13-18,24-27H,1-4H3/b6-5+/t9-,10-,11-,13-,14-,15-,16+,17+,18+,21-,22+/m1/s1
InChI Key WQBRQZUREPTGLI-ODDMXWQNSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O8
Molecular Weight 420.50 g/mol
Exact Mass 420.17841785 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -0.56
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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(+)-Panepophenanthrin
791VPS8I0J
409064-57-9
(1aS,1bR,3aS,5aS,6aS,7R,7aS,7bS,7Cs,8R,8aS)-1a,1b,3,3a,5a,6a,7,7a,7b,7c,8,8a-dodecahydro-1b,7,8-trihydroxy-7C-((1E)-3-hydroxy-3-methyl-1-buten-1-yl)-3,3-dimethyl-5H-bisoxireno(2,3:6,7)phenanthro(1,10-bc)furan-5-one
5H-Bisoxireno(2,3:6,7)phenanthro(1,10-bc)furan-5-one, 1a,1b,3,3a,5a,6a,7,7a,7b,7c,8,8a-dodecahydro-1b,7,8-trihydroxy-7C-((1E)-3-hydroxy-3-methyl-1-buten-1-yl)-3,3-dimethyl-, (1aS,1bR,3aS,5aS,6aS,7R,7aS,7bS,7cs,8R,8aS)-
(1S,2S,3R,4S,6S,10S,13R,14S,16S,17R,18S)-3,13,17-trihydroxy-18-[(E)-3-hydroxy-3-methylbut-1-enyl]-11,11-dimethyl-5,12,15-trioxahexacyclo[8.7.1.02,8.04,6.013,18.014,16]octadec-8-en-7-one
(1S,2S,3R,4S,6S,10S,13R,14S,16S,17R,18S)-3,13,17-trihydroxy-18-((E)-3-hydroxy-3-methylbut-1-enyl)-11,11-dimethyl-5,12,15-trioxahexacyclo(8.7.1.02,8.04,6.013,18.014,16)octadec-8-en-7-one
RefChem:928557
1,3a,10-trihydroxy-10c-(3-hydroxy-3-methylbut-1-enyl)-5,5-dimethyl-1,2,3,3a,5,5a,8,9,10,10a,10b,10c-dodecahydro-4-oxa-2,3,8,9-diepoxyacephenanthrylen-7-one
Panepophenanthrin [MI]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Panepophenanthrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 - 0.7178 71.78%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7099 70.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8729 87.29%
P-glycoprotein inhibitior - 0.6608 66.08%
P-glycoprotein substrate - 0.5892 58.92%
CYP3A4 substrate + 0.6867 68.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.8514 85.14%
CYP2C19 inhibition - 0.8254 82.54%
CYP2D6 inhibition - 0.9136 91.36%
CYP1A2 inhibition - 0.8214 82.14%
CYP2C8 inhibition - 0.6065 60.65%
CYP inhibitory promiscuity - 0.5782 57.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.5580 55.80%
Eye corrosion - 0.9801 98.01%
Eye irritation - 0.8922 89.22%
Skin irritation - 0.5960 59.60%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7030 70.30%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5966 59.66%
skin sensitisation - 0.6698 66.98%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7706 77.06%
Acute Oral Toxicity (c) III 0.3648 36.48%
Estrogen receptor binding + 0.8705 87.05%
Androgen receptor binding + 0.6393 63.93%
Thyroid receptor binding + 0.7050 70.50%
Glucocorticoid receptor binding + 0.5885 58.85%
Aromatase binding + 0.6877 68.77%
PPAR gamma + 0.6403 64.03%
Honey bee toxicity - 0.7851 78.51%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9635 96.35%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.10% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.26% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 92.73% 91.49%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 92.36% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.36% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.07% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.44% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.84% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.81% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.39% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.18% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.98% 90.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.72% 96.61%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.70% 96.90%

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.
Duranta erecta
Verbena officinalis

Cross-Links

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PubChem 10432257
NPASS NPC225049
ChEMBL CHEMBL2046774
LOTUS LTS0107746
wikiData Q75057225