10-Hydroxydarlingine

Details

• Internal ID: e540f599-0086-4d0f-87c0-9cbfa5dc16d7
• Taxonomy: Organoheterocyclic compounds > Cycloheptapyrans
• IUPAC Name: (1S,8S,9R)-8-hydroxy-4,5,12-trimethyl-6-oxa-12-azatricyclo[7.2.1.02,7]dodeca-2(7),4-dien-3-one
• InChI: InChI=1S/C13H17NO3/c1-6-7(2)17-13-10(11(6)15)8-4-5-9(12(13)16)14(8)3/h8-9,12,16H,4-5H2,1-3H3/t8-,9+,12-/m0/s1
• InChI Key: UAARLJVWSXEVAB-SBMIAAHKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28 g/mol
• Exact Mass: 235.12084340 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1S,8S,9R)-8-Hydroxy-4,5,12-trimethyl-6-oxa-12-azatricyclo[7.2.1.02,7]dodeca-2(7),4-dien-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9301	93.01%
Caco-2	+	0.6544	65.44%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5418	54.18%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8639	86.39%
P-glycoprotein inhibitior	-	0.9149	91.49%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	-	0.5879	58.79%
CYP2D6 substrate	-	0.6606	66.06%
CYP3A4 inhibition	-	0.8542	85.42%
CYP2C9 inhibition	-	0.8313	83.13%
CYP2C19 inhibition	-	0.6428	64.28%
CYP2D6 inhibition	-	0.7051	70.51%
CYP1A2 inhibition	-	0.5165	51.65%
CYP2C8 inhibition	-	0.9545	95.45%
CYP inhibitory promiscuity	-	0.8579	85.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9442	94.42%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6520	65.20%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.5661	56.61%
Estrogen receptor binding	-	0.7164	71.64%
Androgen receptor binding	+	0.6234	62.34%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.5518	55.18%
Aromatase binding	-	0.7827	78.27%
PPAR gamma	-	0.7315	73.15%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5790	57.90%
Fish aquatic toxicity	-	0.5436	54.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.42%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.26%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.92%	86.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.76%	98.46%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.60%	100.00%

Plants that contains it

• Triunia erythrocarpa

Cross-Links

• PubChem: 10633512
• LOTUS: LTS0192095
• wikiData: Q105268530