(1R,6R,9R,12S,16S)-6-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione

Details

• Internal ID: e6037c1b-718b-42f5-a24d-a515955a4ff2
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,6R,9R,12S,16S)-6-hydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,7-diene-4,11-dione
• InChI: InChI=1S/C16H18O5/c1-15-4-3-5-16(2)12(15)10(20-14(16)19)6-8-9(15)7-11(17)21-13(8)18/h6-7,10,12-13,18H,3-5H2,1-2H3/t10-,12+,13-,15+,16+/m1/s1
• InChI Key: PTNNCNNWQDJWHA-AJJFPUDKSA-N
• Popularity: 3 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: 1.20
• Atomic LogP (AlogP): 1.47
• 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	+	0.9866	98.66%
Caco-2	+	0.6430	64.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	-	0.9363	93.63%
P-glycoprotein inhibitior	-	0.8519	85.19%
P-glycoprotein substrate	-	0.8325	83.25%
CYP3A4 substrate	+	0.5885	58.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.7285	72.85%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.9655	96.55%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	+	0.5212	52.12%
CYP2C8 inhibition	-	0.8971	89.71%
CYP inhibitory promiscuity	-	0.9182	91.82%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4136	41.36%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9811	98.11%
Skin irritation	+	0.5836	58.36%
Skin corrosion	-	0.7626	76.26%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8913	89.13%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7709	77.09%
skin sensitisation	-	0.7364	73.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5927	59.27%
Acute Oral Toxicity (c)	III	0.3452	34.52%
Estrogen receptor binding	+	0.5909	59.09%
Androgen receptor binding	+	0.5712	57.12%
Thyroid receptor binding	-	0.5727	57.27%
Glucocorticoid receptor binding	-	0.5141	51.41%
Aromatase binding	-	0.5615	56.15%
PPAR gamma	+	0.5793	57.93%
Honey bee toxicity	-	0.8944	89.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9850	98.50%

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	92.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.42%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.91%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.43%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	80.96%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101235461
• LOTUS: LTS0063396
• wikiData: Q104401164