(1S,9R,12S,14S)-14-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

Details

• Internal ID: ed1afb77-ec52-483e-844b-c9903d3d46b3
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,9R,12S,14S)-14-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• SMILES (Canonical): CC12CC(CC3(C1C(C=C4C2=CC(=O)OC4)OC3=O)C)O
• SMILES (Isomeric): C[C@]12C[C@@H](C[C@]3(C1[C@@H](C=C4C2=CC(=O)OC4)OC3=O)C)O
• InChI: InChI=1S/C16H18O5/c1-15-5-9(17)6-16(2)13(15)11(21-14(16)19)3-8-7-20-12(18)4-10(8)15/h3-4,9,11,13,17H,5-7H2,1-2H3/t9-,11+,13?,15+,16-/m0/s1
• InChI Key: NQUNKSRIHYKOIX-BWAHQPFKSA-N
• Popularity: 1 reference 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

• CHEBI:210614
• (1S,9R,12S,14S)-14-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.5659	56.59%
Blood Brain Barrier	+	0.5589	55.89%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8254	82.54%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8895	88.95%
P-glycoprotein inhibitior	-	0.9162	91.62%
P-glycoprotein substrate	-	0.6399	63.99%
CYP3A4 substrate	+	0.5773	57.73%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.7425	74.25%
CYP2C9 inhibition	-	0.8586	85.86%
CYP2C19 inhibition	-	0.9275	92.75%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	-	0.8687	86.87%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4538	45.38%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9735	97.35%
Skin irritation	-	0.5783	57.83%
Skin corrosion	-	0.9043	90.43%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9263	92.63%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7802	78.02%
skin sensitisation	-	0.7504	75.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5822	58.22%
Acute Oral Toxicity (c)	III	0.5081	50.81%
Estrogen receptor binding	+	0.5815	58.15%
Androgen receptor binding	+	0.5718	57.18%
Thyroid receptor binding	-	0.6411	64.11%
Glucocorticoid receptor binding	+	0.6336	63.36%
Aromatase binding	-	0.6348	63.48%
PPAR gamma	+	0.5181	51.81%
Honey bee toxicity	-	0.7806	78.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9431	94.31%

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	92.24%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.42%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44613789
• LOTUS: LTS0230966
• wikiData: Q105184112