(1S,2S,6R,7S,8R,12R,14S,15S,19S,20R)-7,10-dihydroxy-17-methoxy-7,15,19,20-tetramethyl-3,5,11-trioxapentacyclo[10.7.1.02,6.08,20.014,19]icos-16-en-18-one

Details

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Internal ID 0628de1b-97bc-4a3d-9f70-9e1aaa2a6ef2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name (1S,2S,6R,7S,8R,12R,14S,15S,19S,20R)-7,10-dihydroxy-17-methoxy-7,15,19,20-tetramethyl-3,5,11-trioxapentacyclo[10.7.1.02,6.08,20.014,19]icos-16-en-18-one
SMILES (Canonical) CC1C=C(C(=O)C2(C1CC3C4(C2C5C(C(C4CC(O3)O)(C)O)OCO5)C)C)OC
SMILES (Isomeric) C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2[C@H]5[C@H]([C@@]([C@@H]4CC(O3)O)(C)O)OCO5)C)C)OC
InChI InChI=1S/C22H32O7/c1-10-6-12(26-5)18(24)20(2)11(10)7-14-21(3)13(8-15(23)29-14)22(4,25)19-16(17(20)21)27-9-28-19/h6,10-11,13-17,19,23,25H,7-9H2,1-5H3/t10-,11+,13-,14-,15?,16+,17-,19-,20+,21-,22+/m1/s1
InChI Key DIZHBTLPILCZES-XWNOXRIFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O7
Molecular Weight 408.50 g/mol
Exact Mass 408.21480336 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,6R,7S,8R,12R,14S,15S,19S,20R)-7,10-dihydroxy-17-methoxy-7,15,19,20-tetramethyl-3,5,11-trioxapentacyclo[10.7.1.02,6.08,20.014,19]icos-16-en-18-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9666 96.66%
Caco-2 - 0.5574 55.74%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7018 70.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8818 88.18%
OATP1B3 inhibitior + 0.9147 91.47%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6590 65.90%
P-glycoprotein inhibitior - 0.6825 68.25%
P-glycoprotein substrate - 0.5888 58.88%
CYP3A4 substrate + 0.6672 66.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8671 86.71%
CYP3A4 inhibition - 0.8229 82.29%
CYP2C9 inhibition - 0.9279 92.79%
CYP2C19 inhibition - 0.9061 90.61%
CYP2D6 inhibition - 0.9154 91.54%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.4905 49.05%
CYP inhibitory promiscuity - 0.8628 86.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5394 53.94%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9671 96.71%
Skin irritation - 0.6481 64.81%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis + 0.6046 60.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4277 42.77%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5110 51.10%
skin sensitisation - 0.8365 83.65%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6545 65.45%
Acute Oral Toxicity (c) I 0.5684 56.84%
Estrogen receptor binding + 0.7376 73.76%
Androgen receptor binding + 0.5741 57.41%
Thyroid receptor binding + 0.5786 57.86%
Glucocorticoid receptor binding + 0.6132 61.32%
Aromatase binding + 0.6429 64.29%
PPAR gamma + 0.6474 64.74%
Honey bee toxicity - 0.6601 66.01%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8107 81.07%

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 98.43% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.90% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.13% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.44% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.32% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.99% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.26% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.14% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.55% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.19% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 82.10% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 80.53% 91.49%

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.
Ancistrocladus barteri
Ancistrocladus korupensis
Dioncophyllum thollonii
Habropetalum dawei
Picrasma quassioides

Cross-Links

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PubChem 101921953
LOTUS LTS0083000
wikiData Q105263492