(1S,2R,5S,9R,12S,16R)-2-hydroxy-5-(2-hydroxyethyl)-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-7-en-11-one

Details

• Internal ID: 8ec87a84-201f-46ce-8a73-ffe39ff21dca
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,2R,5S,9R,12S,16R)-2-hydroxy-5-(2-hydroxyethyl)-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-7-en-11-one
• InChI: InChI=1S/C20H30O4/c1-17(9-10-21)7-8-20(23)13(12-17)11-14-15-18(2,16(22)24-14)5-4-6-19(15,20)3/h11,14-15,21,23H,4-10,12H2,1-3H3/t14-,15+,17-,18+,19+,20-/m1/s1
• InChI Key: OWNWFRHZRFTKOX-QBUATURESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7677	76.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5856	58.56%
BSEP inhibitior	-	0.5863	58.63%
P-glycoprotein inhibitior	-	0.8293	82.93%
P-glycoprotein substrate	-	0.7857	78.57%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	+	0.6006	60.06%
CYP2C9 inhibition	-	0.9206	92.06%
CYP2C19 inhibition	-	0.9365	93.65%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.8787	87.87%
CYP2C8 inhibition	-	0.6981	69.81%
CYP inhibitory promiscuity	-	0.8242	82.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9544	95.44%
Skin irritation	+	0.6463	64.63%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6653	66.53%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.8975	89.75%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7525	75.25%
Acute Oral Toxicity (c)	III	0.6877	68.77%
Estrogen receptor binding	+	0.6921	69.21%
Androgen receptor binding	+	0.6532	65.32%
Thyroid receptor binding	+	0.6333	63.33%
Glucocorticoid receptor binding	+	0.8042	80.42%
Aromatase binding	+	0.7130	71.30%
PPAR gamma	-	0.5782	57.82%
Honey bee toxicity	-	0.8888	88.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	93.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.04%	97.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.80%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.52%	98.46%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.48%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162855870
• LOTUS: LTS0195508
• wikiData: Q105202154