Rugosal

Details

• Internal ID: c265c8c3-09ed-4947-a801-1b18a1db39e8
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: (1R,2R,5R,7S,10S)-10-hydroxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carbaldehyde
• SMILES (Canonical): CC(C)C1CCC2(C13C(C=C(C(C2)OO3)C=O)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@]13[C@H](C=C([C@H](C2)OO3)C=O)O)C
• InChI: InChI=1S/C15H22O4/c1-9(2)11-4-5-14(3)7-12-10(8-16)6-13(17)15(11,14)19-18-12/h6,8-9,11-13,17H,4-5,7H2,1-3H3/t11-,12+,13+,14-,15+/m1/s1
• InChI Key: NTVXLOKDTRVPSZ-FQKPHLNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Rugosal A
• 121387-05-1
• C09717
• (1R,2R,5R,7S,10S)-10-hydroxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carbaldehyde
• AC1L9CQB
• CHEBI:8910
• DTXSID10331817
• Q27108181

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.8053	80.53%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6167	61.67%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5314	53.14%
BSEP inhibitior	-	0.9699	96.99%
P-glycoprotein inhibitior	-	0.8944	89.44%
P-glycoprotein substrate	-	0.7136	71.36%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8302	83.02%
CYP3A4 inhibition	-	0.9024	90.24%
CYP2C9 inhibition	-	0.8310	83.10%
CYP2C19 inhibition	-	0.8168	81.68%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	+	0.5393	53.93%
CYP2C8 inhibition	-	0.7884	78.84%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6068	60.68%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9766	97.66%
Skin irritation	-	0.5438	54.38%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6871	68.71%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5790	57.90%
skin sensitisation	-	0.7231	72.31%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6026	60.26%
Acute Oral Toxicity (c)	III	0.4184	41.84%
Estrogen receptor binding	+	0.8933	89.33%
Androgen receptor binding	+	0.5457	54.57%
Thyroid receptor binding	+	0.5730	57.30%
Glucocorticoid receptor binding	-	0.5336	53.36%
Aromatase binding	-	0.5247	52.47%
PPAR gamma	-	0.5821	58.21%
Honey bee toxicity	-	0.8401	84.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9171	91.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.82%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.82%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.46%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.42%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.50%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%

Plants that contains it

• Rosa rugosa
• Schisandra chinensis
• Schisandra rubriflora

Cross-Links

• PubChem: 442391
• NPASS: NPC256
• LOTUS: LTS0026697
• wikiData: Q27108181