5,13-Dihydroxy-6,7-dimethoxy-2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),9,11,13-heptaen-3-one

Details

• Internal ID: 01fb8d13-98c8-4c6f-a0d0-5febaa3436c0
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5,13-dihydroxy-6,7-dimethoxy-2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),9,11,13-heptaen-3-one
• InChI: InChI=1S/C17H12O6/c1-21-15-9-4-3-7-5-8(18)6-10-11(7)12(9)13(17(20)23-10)14(19)16(15)22-2/h3-6,18-19H,1-2H3
• InChI Key: QFICSAWJHMZJNN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 6
• 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	+	0.9388	93.88%
Caco-2	+	0.7288	72.88%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	0.5743	57.43%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7159	71.59%
P-glycoprotein inhibitior	-	0.6021	60.21%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	-	0.5385	53.85%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8397	83.97%
CYP2C19 inhibition	-	0.6971	69.71%
CYP2D6 inhibition	-	0.7985	79.85%
CYP1A2 inhibition	+	0.7985	79.85%
CYP2C8 inhibition	+	0.5760	57.60%
CYP inhibitory promiscuity	-	0.5594	55.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6175	61.75%
Eye corrosion	-	0.9687	96.87%
Eye irritation	+	0.7811	78.11%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5626	56.26%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9361	93.61%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8290	82.90%
Acute Oral Toxicity (c)	II	0.5090	50.90%
Estrogen receptor binding	+	0.7330	73.30%
Androgen receptor binding	+	0.6981	69.81%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.9195	91.95%
Aromatase binding	+	0.7283	72.83%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.9040	90.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9179	91.79%

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	99.16%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.50%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.36%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.42%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.97%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.66%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.06%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.88%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.16%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.44%	96.67%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%

Plants that contains it

• Coelogyne nitida

Cross-Links

• PubChem: 14539923
• LOTUS: LTS0043099
• wikiData: Q105219554