Cryptochinone C

Details

• Internal ID: 9443bfeb-156b-4492-b38d-0c19878154e9
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (3aR,4S,7S,9bR)-4-methoxy-7-phenyl-3a,4,5,7,8,9b-hexahydro-1H-furo[3,2-f]chromene-2,9-dione
• SMILES (Canonical): COC1CC2=C(C3C1OC(=O)C3)C(=O)CC(O2)C4=CC=CC=C4
• SMILES (Isomeric): CO[C@H]1CC2=C([C@@H]3[C@H]1OC(=O)C3)C(=O)C[C@H](O2)C4=CC=CC=C4
• InChI: InChI=1S/C18H18O5/c1-21-15-9-14-17(11-7-16(20)23-18(11)15)12(19)8-13(22-14)10-5-3-2-4-6-10/h2-6,11,13,15,18H,7-9H2,1H3/t11-,13+,15+,18-/m1/s1
• InChI Key: CEQRNWQUBHZVDF-MTKHPJAWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL1223742
• 7-O-METHYLCRYPTOCHINONE A

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7387	73.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7403	74.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5888	58.88%
P-glycoprotein inhibitior	-	0.5265	52.65%
P-glycoprotein substrate	-	0.8791	87.91%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6731	67.31%
CYP2C19 inhibition	+	0.5163	51.63%
CYP2D6 inhibition	-	0.7854	78.54%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6220	62.20%
CYP inhibitory promiscuity	+	0.6259	62.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4096	40.96%
Eye corrosion	-	0.9565	95.65%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.7425	74.25%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3648	36.48%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.7807	78.07%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	+	0.7369	73.69%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	-	0.6846	68.46%
Glucocorticoid receptor binding	+	0.6453	64.53%
Aromatase binding	-	0.6153	61.53%
PPAR gamma	-	0.5753	57.53%
Honey bee toxicity	-	0.8902	89.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9621	96.21%

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	94.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.24%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.43%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.28%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.79%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	86.04%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.34%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.22%	94.23%

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: 46939685
• NPASS: NPC291419
• LOTUS: LTS0006227
• wikiData: Q104955950