Rulepidadione C

Details

• Internal ID: afd02755-2940-4e76-9a85-a7e34ada8ac8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aristolane sesquiterpenoids
• IUPAC Name: (1S,1aR,3aS,7R,7aR,7bR)-1-(hydroxymethyl)-1,7,7a-trimethyl-3,3a,5,6,7,7b-hexahydro-1aH-cyclopropa[a]naphthalene-2,4-dione
• SMILES (Canonical): CC1CCC(=O)C2C1(C3C(C3(C)CO)C(=O)C2)C
• SMILES (Isomeric): C[C@@H]1CCC(=O)[C@@H]2[C@]1([C@H]3[C@H]([C@@]3(C)CO)C(=O)C2)C
• InChI: InChI=1S/C15H22O3/c1-8-4-5-10(17)9-6-11(18)12-13(15(8,9)3)14(12,2)7-16/h8-9,12-13,16H,4-7H2,1-3H3/t8-,9-,12-,13+,14-,15+/m1/s1
• InChI Key: AHEKHVLUGXHHEL-UPOJRHOVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8390	83.90%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7840	78.40%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5436	54.36%
BSEP inhibitior	-	0.9102	91.02%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.8397	83.97%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8190	81.90%
CYP2D6 substrate	-	0.7841	78.41%
CYP3A4 inhibition	-	0.6707	67.07%
CYP2C9 inhibition	-	0.6995	69.95%
CYP2C19 inhibition	-	0.8849	88.49%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.7594	75.94%
CYP2C8 inhibition	-	0.9220	92.20%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6989	69.89%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8054	80.54%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.7292	72.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.6537	65.37%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5767	57.67%
skin sensitisation	-	0.7849	78.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5768	57.68%
Acute Oral Toxicity (c)	III	0.7019	70.19%
Estrogen receptor binding	+	0.6446	64.46%
Androgen receptor binding	+	0.5902	59.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4748	47.48%
Aromatase binding	-	0.7908	79.08%
PPAR gamma	-	0.7265	72.65%
Honey bee toxicity	-	0.9385	93.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9523	95.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.76%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.82%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.20%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.41%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.38%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.88%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682684
• LOTUS: LTS0021392
• wikiData: Q104912205