(3S,4R)-3,7,14-trihydroxy-16-oxo-5-oxapentacyclo[9.7.1.12,6.015,19.010,20]icosa-1(19),2(20),6,8,10,12,14,17-octaene-4-carboxylic acid

Details

• Internal ID: 0fa32fa0-ae10-4621-8a8b-9fdaac191ccf
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: (3S,4R)-3,7,14-trihydroxy-16-oxo-5-oxapentacyclo[9.7.1.12,6.015,19.010,20]icosa-1(19),2(20),6,8,10,12,14,17-octaene-4-carboxylic acid
• SMILES (Canonical): C1=CC(=C2C(=O)C=CC3=C2C1=C4C=CC(=C5C4=C3C(C(O5)C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=O)C=CC3=C2C1=C4C=CC(=C5C4=C3[C@@H]([C@@H](O5)C(=O)O)O)O)O
• InChI: InChI=1S/C20H12O7/c21-10-4-1-7-8-2-6-12(23)18-15(8)14(17(24)19(27-18)20(25)26)9-3-5-11(22)16(10)13(7)9/h1-6,17,19,21,23-24H,(H,25,26)/t17-,19+/m0/s1
• InChI Key: SRAOLIZIJYDHTE-PKOBYXMFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₇
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.05830272 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8898	88.98%
Caco-2	-	0.7553	75.53%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4545	45.45%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.8554	85.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7452	74.52%
P-glycoprotein inhibitior	-	0.8432	84.32%
P-glycoprotein substrate	-	0.8442	84.42%
CYP3A4 substrate	+	0.5343	53.43%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.6653	66.53%
CYP2C9 inhibition	+	0.6443	64.43%
CYP2C19 inhibition	-	0.7756	77.56%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	-	0.6932	69.32%
CYP inhibitory promiscuity	-	0.6831	68.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6311	63.11%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.9074	90.74%
Skin irritation	+	0.5924	59.24%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	+	0.6430	64.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.8466	84.66%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6780	67.80%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5984	59.84%
Acute Oral Toxicity (c)	II	0.5278	52.78%
Estrogen receptor binding	+	0.5447	54.47%
Androgen receptor binding	+	0.6091	60.91%
Thyroid receptor binding	-	0.6703	67.03%
Glucocorticoid receptor binding	+	0.6281	62.81%
Aromatase binding	-	0.6285	62.85%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	97.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.27%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.46%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.40%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.45%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.65%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL3194	P02766	Transthyretin	80.39%	90.71%

Plants that contains it

• Sonneratia alba

Cross-Links

• PubChem: 163058787
• LOTUS: LTS0190307
• wikiData: Q105258834