Alopecuquinone

Details

• Internal ID: b352652b-7b2f-482c-96c3-5c26d5f895c6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (5R,6S,7S,10R,11R,12S)-5,6,7,10,11,12-hexahydroxy-5,6,7,8,9,10,11,12-octahydrobenzo[10]annulene-1,4-dione
• InChI: InChI=1S/C14H18O8/c15-5-1-2-6(16)10-9(5)13(21)11(19)7(17)3-4-8(18)12(20)14(10)22/h1-2,7-8,11-14,17-22H,3-4H2/t7-,8+,11-,12+,13+,14-
• InChI Key: VXCGGFJHRBXLTA-RAJIDBTKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -3.05
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

• 5 ,6 ,7 ,10 ,11 ,12 ,-Hexahydroxycyclodeca-1,4-benzoquinone
• 5,6,7,10,11,12-Hexahydroxy-5,6,7,8,9,10,11,12-octahydro-benzocyclodecene-1,4-dione
• InChI=1/C14H18O8/c15-5-1-2-6(16)10-9(5)13(21)11(19)7(17)3-4-8(18)12(20)14(10)22/h1-2,7-8,11-14,17-22H,3-4H2/t7-,8+,11-,12+,13+,14

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8890	88.90%
Caco-2	-	0.8327	83.27%
Blood Brain Barrier	-	0.6129	61.29%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9770	97.70%
OATP1B3 inhibitior	+	0.9643	96.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9159	91.59%
BSEP inhibitior	-	0.9915	99.15%
P-glycoprotein inhibitior	-	0.8949	89.49%
P-glycoprotein substrate	-	0.9685	96.85%
CYP3A4 substrate	-	0.6347	63.47%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.8565	85.65%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.9258	92.58%
CYP2D6 inhibition	-	0.8776	87.76%
CYP1A2 inhibition	-	0.8178	81.78%
CYP2C8 inhibition	-	0.9903	99.03%
CYP inhibitory promiscuity	-	0.9610	96.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9611	96.11%
Carcinogenicity (trinary)	Non-required	0.6012	60.12%
Eye corrosion	-	0.9678	96.78%
Eye irritation	-	0.8363	83.63%
Skin irritation	-	0.5668	56.68%
Skin corrosion	-	0.8927	89.27%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4918	49.18%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.5959	59.59%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6239	62.39%
Acute Oral Toxicity (c)	III	0.4021	40.21%
Estrogen receptor binding	-	0.6123	61.23%
Androgen receptor binding	+	0.5442	54.42%
Thyroid receptor binding	-	0.5829	58.29%
Glucocorticoid receptor binding	-	0.4921	49.21%
Aromatase binding	-	0.8044	80.44%
PPAR gamma	-	0.5201	52.01%
Honey bee toxicity	-	0.9610	96.10%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.3692	36.92%

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	88.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.50%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.20%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.32%	93.03%

Plants that contains it

• Cyperus alopecuroides

Cross-Links

• PubChem: 636698
• LOTUS: LTS0029877
• wikiData: Q105298417