(1S,9R,12R,13R,16S)-13-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

Details

• Internal ID: 42058f17-e73e-4eb7-9d26-55e636d411e3
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,9R,12R,13R,16S)-13-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC12CCC(C3(C1C(C=C4C2=CC(=O)OC4)OC3=O)C)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]3([C@H]1[C@@H](C=C4C2=CC(=O)OC4)OC3=O)C)O
• InChI: InChI=1S/C16H18O5/c1-15-4-3-11(17)16(2)13(15)10(21-14(16)19)5-8-7-20-12(18)6-9(8)15/h5-6,10-11,13,17H,3-4,7H2,1-2H3/t10-,11-,13+,15-,16+/m1/s1
• InChI Key: FLYQLHNNCNPTGV-VODGRUIOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.5394	53.94%
Blood Brain Barrier	+	0.6339	63.39%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8618	86.18%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5619	56.19%
BSEP inhibitior	-	0.8558	85.58%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.6856	68.56%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.7734	77.34%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.9682	96.82%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8694	86.94%
CYP2C8 inhibition	-	0.8751	87.51%
CYP inhibitory promiscuity	-	0.9731	97.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4939	49.39%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9817	98.17%
Skin irritation	+	0.5277	52.77%
Skin corrosion	-	0.8666	86.66%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8961	89.61%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5856	58.56%
Acute Oral Toxicity (c)	I	0.3883	38.83%
Estrogen receptor binding	+	0.6496	64.96%
Androgen receptor binding	+	0.5558	55.58%
Thyroid receptor binding	-	0.5290	52.90%
Glucocorticoid receptor binding	+	0.5952	59.52%
Aromatase binding	-	0.6847	68.47%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.7545	75.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9565	95.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	92.28%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.67%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.14%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162971666
• LOTUS: LTS0134242
• wikiData: Q104997640