(1S,9R,12R,16R)-6-ethyl-13,15-dihydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6-diene-4,11-dione

Details

• Internal ID: e99bd13f-1dd0-4383-a38d-7fb497ecf283
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,9R,12R,16R)-6-ethyl-13,15-dihydroxy-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6-diene-4,11-dione
• InChI: InChI=1S/C18H22O6/c1-4-10-8-5-11-15-17(2,9(8)6-14(21)23-10)12(19)7-13(20)18(15,3)16(22)24-11/h6,11-13,15,19-20H,4-5,7H2,1-3H3/t11-,12?,13?,15-,17+,18+/m1/s1
• InChI Key: XTSZEJIKAFLTOT-UQJDPPBGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.6207	62.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6430	64.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7594	75.94%
P-glycoprotein inhibitior	-	0.7597	75.97%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	+	0.5892	58.92%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.7808	78.08%
CYP2C9 inhibition	-	0.8143	81.43%
CYP2C19 inhibition	-	0.9111	91.11%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.7852	78.52%
CYP2C8 inhibition	-	0.8690	86.90%
CYP inhibitory promiscuity	-	0.8778	87.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4884	48.84%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9671	96.71%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.8897	88.97%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7175	71.75%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.7048	70.48%
skin sensitisation	-	0.8168	81.68%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6517	65.17%
Acute Oral Toxicity (c)	III	0.4567	45.67%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	+	0.5907	59.07%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	-	0.4837	48.37%
PPAR gamma	+	0.7142	71.42%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9731	97.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.40%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.51%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.09%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.31%	85.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.10%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.24%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.67%	99.23%

Plants that contains it

• Nageia nagi

Cross-Links

• PubChem: 162818724
• LOTUS: LTS0155446
• wikiData: Q105341916