2,4,10,14-tetrahydroxy-7,7,12-trimethylpentacyclo[13.3.1.05,18.08,17.011,16]nonadeca-1(18),2,4,8,10,12,14,16-octaene-6,19-dione

Details

• Internal ID: a6dddda7-7e85-46fa-b2dd-a894d2740759
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2,4,10,14-tetrahydroxy-7,7,12-trimethylpentacyclo[13.3.1.05,18.08,17.011,16]nonadeca-1(18),2,4,8,10,12,14,16-octaene-6,19-dione
• InChI: InChI=1S/C22H16O6/c1-7-4-9(23)15-18-13(7)10(24)5-8-14(18)19-16(20(15)27)11(25)6-12(26)17(19)21(28)22(8,2)3/h4-6,23-26H,1-3H3
• InChI Key: ABLACSIRCKEUOB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.09468823 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.66
• 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	+	0.9868	98.68%
Caco-2	+	0.5637	56.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	0.5591	55.91%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.8113	81.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8761	87.61%
P-glycoprotein inhibitior	-	0.8576	85.76%
P-glycoprotein substrate	-	0.9086	90.86%
CYP3A4 substrate	+	0.5220	52.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	+	0.5867	58.67%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.8203	82.03%
CYP1A2 inhibition	+	0.8319	83.19%
CYP2C8 inhibition	-	0.7756	77.56%
CYP inhibitory promiscuity	-	0.6293	62.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8986	89.86%
Carcinogenicity (trinary)	Non-required	0.6606	66.06%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.8935	89.35%
Skin irritation	-	0.6664	66.64%
Skin corrosion	-	0.9200	92.00%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5106	51.06%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7930	79.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6544	65.44%
Acute Oral Toxicity (c)	III	0.8139	81.39%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	-	0.5460	54.60%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	+	0.8230	82.30%
Aromatase binding	-	0.8281	82.81%
PPAR gamma	+	0.7282	72.82%
Honey bee toxicity	-	0.9242	92.42%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.68%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.70%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.26%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	83.39%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.36%	93.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.32%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	82.99%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.13%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.06%	90.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.95%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5282060
• LOTUS: LTS0087783
• wikiData: Q104908666