9,10,15,17-tetrahydroxypentacyclo[10.7.1.02,11.03,8.016,20]icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione

Details

• Internal ID: 9e195e2a-f212-4699-984b-32bcd4a8b96c
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 9,10,15,17-tetrahydroxypentacyclo[10.7.1.02,11.03,8.016,20]icosa-1(20),2(11),3(8),9,12,14,16,18-octaene-4,7-dione
• SMILES (Canonical): C1CC(=O)C2=C(C1=O)C3=C(C4=CC=C(C5=C(C=CC3=C45)O)O)C(=C2O)O
• SMILES (Isomeric): C1CC(=O)C2=C(C1=O)C3=C(C4=CC=C(C5=C(C=CC3=C45)O)O)C(=C2O)O
• InChI: InChI=1S/C20H12O6/c21-9-3-1-7-13-8(2-4-10(22)16(9)13)15-14(7)17-11(23)5-6-12(24)18(17)20(26)19(15)25/h1-4,21-22,25-26H,5-6H2
• InChI Key: HSKHNTITGMOIAJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₆
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.06338810 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8701	87.01%
Caco-2	-	0.7995	79.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7340	73.40%
OATP2B1 inhibitior	-	0.6792	67.92%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5545	55.45%
P-glycoprotein inhibitior	-	0.9269	92.69%
P-glycoprotein substrate	-	0.9583	95.83%
CYP3A4 substrate	-	0.6011	60.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7987	79.87%
CYP3A4 inhibition	-	0.7964	79.64%
CYP2C9 inhibition	+	0.5341	53.41%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	+	0.8381	83.81%
CYP2C8 inhibition	-	0.8867	88.67%
CYP inhibitory promiscuity	-	0.8551	85.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9154	91.54%
Carcinogenicity (trinary)	Non-required	0.5001	50.01%
Eye corrosion	-	0.9929	99.29%
Eye irritation	+	0.8269	82.69%
Skin irritation	+	0.5257	52.57%
Skin corrosion	-	0.8437	84.37%
Ames mutagenesis	+	0.7536	75.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5584	55.84%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6458	64.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5877	58.77%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.7189	71.89%
Androgen receptor binding	+	0.5914	59.14%
Thyroid receptor binding	-	0.7678	76.78%
Glucocorticoid receptor binding	+	0.8149	81.49%
Aromatase binding	-	0.6717	67.17%
PPAR gamma	+	0.9139	91.39%
Honey bee toxicity	-	0.9130	91.30%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	98.87%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.65%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.51%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.72%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.28%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.47%	90.71%
CHEMBL3194	P02766	Transthyretin	82.36%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10360366
• LOTUS: LTS0238210
• wikiData: Q105033091