Russulanobiline A

Details

• Internal ID: 5923ff27-59e3-4402-a4c9-146d492df732
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5S,5aR,8aS)-8a-hydroxy-5,7,7-trimethyl-5,5a,6,8-tetrahydro-1H-azuleno[5,6-c]furan-3-one
• SMILES (Canonical): CC1C=C2C(=CC3(C1CC(C3)(C)C)O)COC2=O
• SMILES (Isomeric): C[C@H]1C=C2C(=C[C@]3([C@@H]1CC(C3)(C)C)O)COC2=O
• InChI: InChI=1S/C15H20O3/c1-9-4-11-10(7-18-13(11)16)5-15(17)8-14(2,3)6-12(9)15/h4-5,9,12,17H,6-8H2,1-3H3/t9-,12+,15-/m0/s1
• InChI Key: IVRYPTRDQJCUFA-UAKXVISKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7577	75.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7164	71.64%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8230	82.30%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.7712	77.12%
CYP3A4 substrate	+	0.5846	58.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.7804	78.04%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.7114	71.14%
CYP2C8 inhibition	-	0.8925	89.25%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5660	56.60%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.6399	63.99%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4331	43.31%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.6941	69.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7503	75.03%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6606	66.06%
Acute Oral Toxicity (c)	III	0.5679	56.79%
Estrogen receptor binding	-	0.5619	56.19%
Androgen receptor binding	+	0.5540	55.40%
Thyroid receptor binding	+	0.6044	60.44%
Glucocorticoid receptor binding	-	0.5245	52.45%
Aromatase binding	-	0.7676	76.76%
PPAR gamma	-	0.5157	51.57%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	95.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.03%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.49%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.44%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.19%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.18%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.96%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.07%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588328
• LOTUS: LTS0081550
• wikiData: Q105121256