Rugosic acid B

Details

• Internal ID: 4218eecf-8aab-40fe-be19-5fd712c3ebce
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (1R,2R,5R,7S,10S)-7,10-dihydroxy-5-methyl-2-propan-2-yl-11-oxatricyclo[5.3.1.01,5]undec-8-ene-8-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2(C13C(C=C(C(C2)(O3)O)C(=O)O)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@@]13[C@H](C=C([C@](C2)(O3)O)C(=O)O)O)C
• InChI: InChI=1S/C15H22O5/c1-8(2)9-4-5-13(3)7-14(19)10(12(17)18)6-11(16)15(9,13)20-14/h6,8-9,11,16,19H,4-5,7H2,1-3H3,(H,17,18)/t9-,11+,13-,14+,15+/m1/s1
• InChI Key: BJASCOCBBQIWQW-JFYYGXDOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9453	94.53%
Caco-2	+	0.6385	63.85%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6284	62.84%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9655	96.55%
P-glycoprotein inhibitior	-	0.9323	93.23%
P-glycoprotein substrate	-	0.8018	80.18%
CYP3A4 substrate	+	0.5370	53.70%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.7888	78.88%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.6112	61.12%
CYP2C8 inhibition	-	0.8758	87.58%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8663	86.63%
Skin irritation	+	0.5793	57.93%
Skin corrosion	-	0.8982	89.82%
Ames mutagenesis	-	0.6414	64.14%
Human Ether-a-go-go-Related Gene inhibition	-	0.7427	74.27%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.7701	77.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5968	59.68%
Acute Oral Toxicity (c)	I	0.3902	39.02%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.6508	65.08%
Thyroid receptor binding	+	0.6654	66.54%
Glucocorticoid receptor binding	+	0.6184	61.84%
Aromatase binding	+	0.6162	61.62%
PPAR gamma	-	0.4857	48.57%
Honey bee toxicity	-	0.9069	90.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9572	95.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.89%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.91%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.04%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.13%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.03%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.87%	100.00%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 101606459
• NPASS: NPC275569
• LOTUS: LTS0218104
• wikiData: Q104936937