(1S,8R,9S,12S,15R,16R)-8,15-dihydroxy-1,12-dimethyl-6-propan-2-yl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6,13-triene-4,11-dione

Details

• Internal ID: 08d8031b-1bad-4825-80e2-e923e473e8eb
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,8R,9S,12S,15R,16R)-8,15-dihydroxy-1,12-dimethyl-6-propan-2-yl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-2,6,13-triene-4,11-dione
• InChI: InChI=1S/C19H22O6/c1-8(2)14-12-9(7-11(21)24-14)19(4)10(20)5-6-18(3)16(19)15(13(12)22)25-17(18)23/h5-8,10,13,15-16,20,22H,1-4H3/t10-,13-,15-,16+,18+,19+/m1/s1
• InChI Key: SGGXTZRLYNJTNB-ZVXCOOMCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.55
• 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	+	0.9736	97.36%
Caco-2	+	0.4897	48.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8031	80.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8592	85.92%
P-glycoprotein inhibitior	-	0.6304	63.04%
P-glycoprotein substrate	-	0.6477	64.77%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.7639	76.39%
CYP2C9 inhibition	+	0.6150	61.50%
CYP2C19 inhibition	-	0.7242	72.42%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.7057	70.57%
CYP2C8 inhibition	-	0.7707	77.07%
CYP inhibitory promiscuity	-	0.6376	63.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.5594	55.94%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9372	93.72%
Skin irritation	-	0.6332	63.32%
Skin corrosion	-	0.8853	88.53%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6402	64.02%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7063	70.63%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.5659	56.59%
Androgen receptor binding	+	0.6139	61.39%
Thyroid receptor binding	+	0.5226	52.26%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	-	0.5584	55.84%
PPAR gamma	+	0.5979	59.79%
Honey bee toxicity	-	0.8397	83.97%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	93.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.65%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.18%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.74%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.12%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.06%	85.11%

Plants that contains it

• Nageia nagi

Cross-Links

• PubChem: 163021460
• LOTUS: LTS0156415
• wikiData: Q105252309