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Penijanthine 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 e6ee98ab-3499-460c-8810-09e80ed48352
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,5S,7R,8R,11S,14R)-1,2-dimethyl-7-prop-1-en-2-yl-6-oxa-22-azahexacyclo[12.10.0.02,11.05,10.015,23.016,21]tetracosa-9,15(23),16,18,20-pentaene-8,11-diol
SMILES (Canonical) CC(=C)C1C(C=C2C(O1)CCC3(C2(CCC4C3(CC5=C4C6=CC=CC=C6N5)C)O)C)O
SMILES (Isomeric) CC(=C)[C@@H]1[C@@H](C=C2[C@@H](O1)CC[C@]3([C@]2(CC[C@@H]4[C@@]3(CC5=C4C6=CC=CC=C6N5)C)O)C)O
InChI InChI=1S/C27H33NO3/c1-15(2)24-21(29)13-18-22(31-24)10-11-26(4)25(3)14-20-23(17(25)9-12-27(18,26)30)16-7-5-6-8-19(16)28-20/h5-8,13,17,21-22,24,28-30H,1,9-12,14H2,2-4H3/t17-,21+,22-,24+,25-,26+,27+/m0/s1
InChI Key WHBHNFDFPCYJCA-PKKYMZQFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H33NO3
Molecular Weight 419.60 g/mol
Exact Mass 419.24604391 g/mol
Topological Polar Surface Area (TPSA) 65.50 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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(1S,2R,5S,7R,8R,11S,14R)-1,2-dimethyl-7-prop-1-en-2-yl-6-oxa-22-azahexacyclo(12.10.0.02,11.05,10.015,23.016,21)tetracosa-9,15(23),16,18,20-pentaene-8,11-diol
(1S,2R,5S,7R,8R,11S,14R)-1,2-dimethyl-7-prop-1-en-2-yl-6-oxa-22-azahexacyclo[12.10.0.02,11.05,10.015,23.016,21]tetracosa-9,15(23),16,18,20-pentaene-8,11-diol
RefChem:171122
CHEBI:205445

2D Structure

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2D Structure of Penijanthine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.6383 63.83%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4498 44.98%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9175 91.75%
P-glycoprotein inhibitior - 0.5178 51.78%
P-glycoprotein substrate + 0.5618 56.18%
CYP3A4 substrate + 0.6836 68.36%
CYP2C9 substrate - 0.6219 62.19%
CYP2D6 substrate - 0.7097 70.97%
CYP3A4 inhibition - 0.8726 87.26%
CYP2C9 inhibition - 0.8774 87.74%
CYP2C19 inhibition - 0.7937 79.37%
CYP2D6 inhibition - 0.8885 88.85%
CYP1A2 inhibition + 0.6956 69.56%
CYP2C8 inhibition + 0.5438 54.38%
CYP inhibitory promiscuity - 0.6508 65.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5004 50.04%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9576 95.76%
Skin irritation - 0.6998 69.98%
Skin corrosion - 0.9191 91.91%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6892 68.92%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6195 61.95%
skin sensitisation - 0.7966 79.66%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7203 72.03%
Acute Oral Toxicity (c) III 0.4808 48.08%
Estrogen receptor binding + 0.8497 84.97%
Androgen receptor binding + 0.7718 77.18%
Thyroid receptor binding + 0.6914 69.14%
Glucocorticoid receptor binding + 0.7557 75.57%
Aromatase binding + 0.7689 76.89%
PPAR gamma + 0.6400 64.00%
Honey bee toxicity - 0.8378 83.78%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9680 96.80%

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 99.51% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.36% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.82% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 91.90% 91.49%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.57% 88.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.45% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.03% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.48% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.57% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.05% 97.25%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.08% 94.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.88% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.66% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.69% 95.00%
CHEMBL2581 P07339 Cathepsin D 82.64% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.11% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.80% 83.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.72% 94.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.20% 94.23%

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 139585528
LOTUS LTS0032766
wikiData Q77424526