(9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-7-one

Details

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Internal ID 7d051398-83cf-4d70-aca2-7914e8f466e3
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
IUPAC Name (9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-7-one
SMILES (Canonical) COC1=CC2=CC(=C1OC)C3=C(C=CC(=C3)C(=O)CC(CCCC2)O)O
SMILES (Isomeric) COC1=CC2=CC(=C1OC)C3=C(C=CC(=C3)C(=O)C[C@H](CCCC2)O)O
InChI InChI=1S/C21H24O5/c1-25-20-10-13-5-3-4-6-15(22)12-19(24)14-7-8-18(23)16(11-14)17(9-13)21(20)26-2/h7-11,15,22-23H,3-6,12H2,1-2H3/t15-/m0/s1
InChI Key HBPMCGRQMGSKIQ-HNNXBMFYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H24O5
Molecular Weight 356.40 g/mol
Exact Mass 356.16237386 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (9S)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 + 0.7681 76.81%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.8903 89.03%
OATP2B1 inhibitior - 0.8536 85.36%
OATP1B1 inhibitior + 0.9136 91.36%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.7871 78.71%
P-glycoprotein inhibitior - 0.6155 61.55%
P-glycoprotein substrate - 0.6845 68.45%
CYP3A4 substrate + 0.6116 61.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3490 34.90%
CYP3A4 inhibition - 0.6963 69.63%
CYP2C9 inhibition - 0.8409 84.09%
CYP2C19 inhibition - 0.5106 51.06%
CYP2D6 inhibition - 0.8475 84.75%
CYP1A2 inhibition + 0.9422 94.22%
CYP2C8 inhibition + 0.7074 70.74%
CYP inhibitory promiscuity - 0.8610 86.10%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6150 61.50%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.7958 79.58%
Skin irritation - 0.6720 67.20%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4085 40.85%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8833 88.33%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7951 79.51%
Acute Oral Toxicity (c) III 0.5841 58.41%
Estrogen receptor binding + 0.7396 73.96%
Androgen receptor binding + 0.7130 71.30%
Thyroid receptor binding + 0.5279 52.79%
Glucocorticoid receptor binding + 0.7888 78.88%
Aromatase binding + 0.5681 56.81%
PPAR gamma + 0.5647 56.47%
Honey bee toxicity - 0.8292 82.92%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5151 51.51%
Fish aquatic toxicity + 0.9622 96.22%

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
CHEMBL2581 P07339 Cathepsin D 97.25% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.93% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.72% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.11% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.49% 95.56%
CHEMBL2535 P11166 Glucose transporter 92.91% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.76% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.72% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.05% 86.33%
CHEMBL3438 Q05513 Protein kinase C zeta 89.77% 88.48%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.76% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.48% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.15% 90.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.29% 96.00%
CHEMBL5747 Q92793 CREB-binding protein 87.11% 95.12%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.07% 92.62%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.02% 95.53%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.70% 93.04%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.65% 95.78%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.35% 96.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.34% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.05% 97.09%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.48% 82.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.00% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.81% 95.50%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 134835192
LOTUS LTS0275728
wikiData Q105025426