(1S,2R,4S,5R,10S,11S,13R,14R,15R,18R)-14-hydroxy-5-[(1S)-1-hydroxyethyl]-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.02,4.04,9.011,13.015,18]octadec-8-ene-7,16-dione

Details

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Internal ID b560d215-577d-4e3a-8b5a-0273021f8342
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,4S,5R,10S,11S,13R,14R,15R,18R)-14-hydroxy-5-[(1S)-1-hydroxyethyl]-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.02,4.04,9.011,13.015,18]octadec-8-ene-7,16-dione
SMILES (Canonical) CC(C1C23C(O2)C4C5C(C(C6C(C5(C3=CC(=O)O1)C)O6)O)(C(=O)O4)C)O
SMILES (Isomeric) C[C@@H]([C@@H]1[C@]23[C@H](O2)[C@@H]4[C@H]5[C@]([C@H]([C@@H]6[C@H]([C@@]5(C3=CC(=O)O1)C)O6)O)(C(=O)O4)C)O
InChI InChI=1S/C18H20O8/c1-5(19)12-18-6(4-7(20)23-12)16(2)10-8(14(18)26-18)25-15(22)17(10,3)11(21)9-13(16)24-9/h4-5,8-14,19,21H,1-3H3/t5-,8-,9+,10+,11-,12+,13+,14+,16+,17+,18+/m0/s1
InChI Key QGIYLZDWJPBJKS-OFYJYCGXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H20O8
Molecular Weight 364.30 g/mol
Exact Mass 364.11581759 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -0.93
H-Bond Acceptor 8
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,2R,4S,5R,10S,11S,13R,14R,15R,18R)-14-hydroxy-5-[(1S)-1-hydroxyethyl]-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.02,4.04,9.011,13.015,18]octadec-8-ene-7,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9718 97.18%
Caco-2 - 0.7379 73.79%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7293 72.93%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8903 89.03%
OATP1B3 inhibitior + 0.9521 95.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8683 86.83%
P-glycoprotein inhibitior - 0.6448 64.48%
P-glycoprotein substrate - 0.5893 58.93%
CYP3A4 substrate + 0.5948 59.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.8150 81.50%
CYP2C9 inhibition - 0.8918 89.18%
CYP2C19 inhibition - 0.8963 89.63%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.8836 88.36%
CYP2C8 inhibition - 0.8805 88.05%
CYP inhibitory promiscuity - 0.7958 79.58%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.6102 61.02%
Eye corrosion - 0.9784 97.84%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.5434 54.34%
Skin corrosion - 0.9008 90.08%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7739 77.39%
Micronuclear + 0.6600 66.00%
Hepatotoxicity + 0.6709 67.09%
skin sensitisation - 0.7481 74.81%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6035 60.35%
Acute Oral Toxicity (c) I 0.3229 32.29%
Estrogen receptor binding + 0.7557 75.57%
Androgen receptor binding + 0.6184 61.84%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding - 0.4733 47.33%
Aromatase binding - 0.5134 51.34%
PPAR gamma + 0.7426 74.26%
Honey bee toxicity - 0.8112 81.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9298 92.98%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.29% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.36% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.76% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.06% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.07% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.71% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.67% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.59% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.58% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.43% 89.00%

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.
Podocarpus macrophyllus

Cross-Links

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PubChem 160409134
LOTUS LTS0198841
wikiData Q105220089