Rhytidone A

Details

• Internal ID: 8fc80d39-c9a1-4067-a68f-9167f53a9395
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: (1S,2S,4S,4aR,5S,8aS)-spiro[2,3,4,4a,5,6,7,8a-octahydro-1H-naphthalene-8,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-1,2,4,5-tetrol
• SMILES (Canonical): C1CC2(C3C(C1O)C(CC(C3O)O)O)OC4=CC=CC5=C4C(=CC=C5)O2
• SMILES (Isomeric): C1CC2([C@H]3[C@H]([C@H]1O)[C@H](C[C@@H]([C@H]3O)O)O)OC4=CC=CC5=C4C(=CC=C5)O2
• InChI: InChI=1S/C20H22O6/c21-11-7-8-20(18-17(11)12(22)9-13(23)19(18)24)25-14-5-1-3-10-4-2-6-15(26-20)16(10)14/h1-6,11-13,17-19,21-24H,7-9H2/t11-,12-,13-,17+,18-,19+/m0/s1
• InChI Key: JNPNKBNCYQQGCP-HTUUWXQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• CHEMBL4096269

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6633	66.33%
Caco-2	-	0.5956	59.56%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5939	59.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.7640	76.40%
P-glycoprotein inhibitior	-	0.8049	80.49%
P-glycoprotein substrate	-	0.8438	84.38%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.6599	65.99%
CYP3A4 inhibition	-	0.9141	91.41%
CYP2C9 inhibition	-	0.9382	93.82%
CYP2C19 inhibition	-	0.8395	83.95%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	-	0.6081	60.81%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7275	72.75%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5769	57.69%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4579	45.79%
Acute Oral Toxicity (c)	III	0.4884	48.84%
Estrogen receptor binding	+	0.6287	62.87%
Androgen receptor binding	+	0.6567	65.67%
Thyroid receptor binding	+	0.5957	59.57%
Glucocorticoid receptor binding	+	0.5813	58.13%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7355	73.55%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7023	70.23%

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	97.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.97%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	93.91%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.14%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.13%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.42%	95.93%
CHEMBL2581	P07339	Cathepsin D	81.15%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.93%	95.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.78%	95.58%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 137655721
• LOTUS: LTS0246722
• wikiData: Q105132054