Cryptochinone A

Details

• Internal ID: 9bfa309f-8006-4a3c-aece-0915231dff39
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (3aR,4S,7S,9bR)-4-hydroxy-7-phenyl-3a,4,5,7,8,9b-hexahydro-1H-furo[3,2-f]chromene-2,9-dione
• SMILES (Canonical): C1C2C(C(CC3=C2C(=O)CC(O3)C4=CC=CC=C4)O)OC1=O
• SMILES (Isomeric): C1[C@H]2[C@H]([C@H](CC3=C2C(=O)C[C@H](O3)C4=CC=CC=C4)O)OC1=O
• InChI: InChI=1S/C17H16O5/c18-11-7-13(9-4-2-1-3-5-9)21-14-8-12(19)17-10(16(11)14)6-15(20)22-17/h1-5,10,12-13,17,19H,6-8H2/t10-,12+,13+,17-/m1/s1
• InChI Key: LCYOEQRSFIXYFW-FIHUPRISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1223740

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.7420	74.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7722	77.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8170	81.70%
P-glycoprotein inhibitior	-	0.7536	75.36%
P-glycoprotein substrate	-	0.9024	90.24%
CYP3A4 substrate	-	0.5627	56.27%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.5871	58.71%
CYP2C9 inhibition	-	0.6604	66.04%
CYP2C19 inhibition	-	0.7796	77.96%
CYP2D6 inhibition	-	0.8478	84.78%
CYP1A2 inhibition	-	0.7719	77.19%
CYP2C8 inhibition	-	0.7388	73.88%
CYP inhibitory promiscuity	-	0.8376	83.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4143	41.43%
Eye corrosion	-	0.9661	96.61%
Eye irritation	-	0.7995	79.95%
Skin irritation	-	0.6623	66.23%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5613	56.13%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.7976	79.76%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6580	65.80%
Acute Oral Toxicity (c)	I	0.3832	38.32%
Estrogen receptor binding	+	0.6547	65.47%
Androgen receptor binding	+	0.5274	52.74%
Thyroid receptor binding	-	0.7295	72.95%
Glucocorticoid receptor binding	-	0.4636	46.36%
Aromatase binding	-	0.6198	61.98%
PPAR gamma	+	0.5463	54.63%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9129	91.29%

Targets

Proven Targets:

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	93.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.91%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.77%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%

Plants that contains it

• Andira surinamensis
• Aralia hispida
• Baeckea frutescens
• Balanophora polyandra
• Boeberastrum anthemidifolium
• Chenopodiastrum murale
• Chenopodium quinoa
• Citrus medica
• Coprosma foetidissima
• Cryptocarya chinensis
• Davidsonia pruriens
• Echinochloa crus-galli
• Eriocephalus kingesii
• Geranium collinum
• Girgensohnia oppositiflora
• Harpullia cupanioides
• Isodon eriocalyx
• Lilium pomponium
• Lychnophora pinaster
• Marrubium parviflorum
• Microglossa pyrifolia
• Parthenium confertum
• Polygonatum orientale
• Psathyrotes ramosissima
• Scleropyrum pentandrum
• Selliguea hastata
• Trifolium diffusum
• Veronica stricta
• Youngia japonica
• Zanthoxylum acuminatum subsp. juniperinum

Cross-Links

• PubChem: 46939683
• NPASS: NPC88255
• LOTUS: LTS0060732
• wikiData: Q105150063