Rhabdastrellin A

Details

• Internal ID: 65740451-9924-4667-9c50-0997811cb4f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6-[(2E,4E,6E)-6-[(3aS,5aR,6S,7S,9aR,9bS)-7-hydroxy-6-(hydroxymethyl)-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-3-ylidene]hepta-2,4-dien-2-yl]-3-methylpyran-2-one
• InChI: InChI=1S/C30H40O5/c1-18(22-11-10-20(3)27(34)35-22)8-7-9-19(2)26-21(32)16-24-28(4)15-13-25(33)30(6,17-31)23(28)12-14-29(24,26)5/h7-11,23-25,31,33H,12-17H2,1-6H3/b9-7+,18-8+,26-19-/t23-,24+,25+,28+,29+,30-/m1/s1
• InChI Key: ZZGSZXWZQYCHPP-YFMITETISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₅
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.28757437 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL490826

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9641	96.41%
Caco-2	-	0.6948	69.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7677	76.77%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6535	65.35%
BSEP inhibitior	+	0.9958	99.58%
P-glycoprotein inhibitior	+	0.7681	76.81%
P-glycoprotein substrate	-	0.5054	50.54%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.6150	61.50%
CYP2C9 inhibition	-	0.8487	84.87%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	+	0.5212	52.12%
CYP2C8 inhibition	+	0.5739	57.39%
CYP inhibitory promiscuity	-	0.8170	81.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9512	95.12%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7395	73.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.9371	93.71%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8053	80.53%
Acute Oral Toxicity (c)	I	0.4746	47.46%
Estrogen receptor binding	+	0.7962	79.62%
Androgen receptor binding	+	0.6842	68.42%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7652	76.52%
Aromatase binding	+	0.7561	75.61%
PPAR gamma	+	0.7839	78.39%
Honey bee toxicity	-	0.7693	76.93%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.14%	93.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.46%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.25%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25137307
• LOTUS: LTS0227592
• wikiData: Q105386804