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Naphthgeranine 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 b5220145-6d08-4d6b-8e2e-060a26750ec0
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (4aS,12bR)-8,10-dimethoxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione
SMILES (Canonical) CC1=CC2C(CC1)C(OC3=C2C(=O)C4=C(C3=O)C(=CC(=C4)OC)OC)(C)C
SMILES (Isomeric) CC1=C[C@@H]2[C@H](CC1)C(OC3=C2C(=O)C4=C(C3=O)C(=CC(=C4)OC)OC)(C)C
InChI InChI=1S/C22H24O5/c1-11-6-7-15-13(8-11)18-19(23)14-9-12(25-4)10-16(26-5)17(14)20(24)21(18)27-22(15,2)3/h8-10,13,15H,6-7H2,1-5H3/t13-,15+/m1/s1
InChI Key UXJQIMIAQWIAOG-HIFRSBDPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O5
Molecular Weight 368.40 g/mol
Exact Mass 368.16237386 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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137109-43-4
(4aS,12bR)-8,10-dimethoxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione
DTXSID60160078
4H-Benzo(d)naphtho(2,3-b)pyran-7,12-dione, 3,4a,5,12b-tetrahydro-8,10-dimethoxy-2,5,5-trimethyl-, (4aS-cis)-

2D Structure

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2D Structure of Naphthgeranine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 + 0.7201 72.01%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7048 70.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9152 91.52%
OATP1B3 inhibitior + 0.9660 96.60%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8443 84.43%
P-glycoprotein inhibitior + 0.7217 72.17%
P-glycoprotein substrate - 0.7982 79.82%
CYP3A4 substrate + 0.6576 65.76%
CYP2C9 substrate - 0.7993 79.93%
CYP2D6 substrate - 0.8018 80.18%
CYP3A4 inhibition - 0.5539 55.39%
CYP2C9 inhibition + 0.5129 51.29%
CYP2C19 inhibition + 0.6447 64.47%
CYP2D6 inhibition - 0.6859 68.59%
CYP1A2 inhibition + 0.7725 77.25%
CYP2C8 inhibition + 0.5688 56.88%
CYP inhibitory promiscuity + 0.5141 51.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9418 94.18%
Carcinogenicity (trinary) Non-required 0.6515 65.15%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.7057 70.57%
Skin irritation - 0.7263 72.63%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7217 72.17%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5210 52.10%
skin sensitisation - 0.7375 73.75%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5828 58.28%
Acute Oral Toxicity (c) III 0.6367 63.67%
Estrogen receptor binding + 0.8447 84.47%
Androgen receptor binding + 0.7173 71.73%
Thyroid receptor binding + 0.5972 59.72%
Glucocorticoid receptor binding + 0.8677 86.77%
Aromatase binding + 0.5823 58.23%
PPAR gamma + 0.7717 77.17%
Honey bee toxicity - 0.7605 76.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9796 97.96%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.59% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 92.52% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.30% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.29% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.90% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.45% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.22% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.97% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.49% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.19% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.03% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.90% 86.33%
CHEMBL1871 P10275 Androgen Receptor 88.80% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.26% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.02% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.75% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.25% 99.23%
CHEMBL4208 P20618 Proteasome component C5 86.93% 90.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.47% 80.96%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.22% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.15% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.15% 96.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.11% 93.40%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.58% 99.18%
CHEMBL4581 P52732 Kinesin-like protein 1 83.47% 93.18%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.15% 96.00%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.43% 95.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.20% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.97% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.24% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.21% 91.07%

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 132025
LOTUS LTS0174645
wikiData Q83028460