(1R,2R,4aR,8aR)-1-[2-[(2S)-2-methoxy-5-oxo-2H-furan-4-yl]ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 34c29847-5334-40a0-807b-d9a44c27a845
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2R,4aR,8aR)-1-[2-[(2S)-2-methoxy-5-oxo-2H-furan-4-yl]ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC3=CC(OC3=O)OC)C(=O)O)C
• SMILES (Isomeric): CC1=CCC[C@H]2[C@]1(CC[C@H]([C@]2(C)CCC3=C[C@H](OC3=O)OC)C(=O)O)C
• InChI: InChI=1S/C21H30O5/c1-13-6-5-7-16-20(13,2)11-9-15(18(22)23)21(16,3)10-8-14-12-17(25-4)26-19(14)24/h6,12,15-17H,5,7-11H2,1-4H3,(H,22,23)/t15-,16-,17-,20-,21-/m0/s1
• InChI Key: RBOVBGSBFUZCEO-RNEDXHKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.6945	69.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8776	87.76%
OATP1B3 inhibitior	-	0.2353	23.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	+	0.7456	74.56%
P-glycoprotein inhibitior	-	0.5362	53.62%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.6722	67.22%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.6718	67.18%
CYP2C9 inhibition	-	0.6560	65.60%
CYP2C19 inhibition	-	0.7700	77.00%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	+	0.5125	51.25%
CYP2C8 inhibition	+	0.5093	50.93%
CYP inhibitory promiscuity	-	0.7815	78.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.5718	57.18%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6666	66.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5789	57.89%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4652	46.52%
Acute Oral Toxicity (c)	III	0.3626	36.26%
Estrogen receptor binding	+	0.8301	83.01%
Androgen receptor binding	+	0.6536	65.36%
Thyroid receptor binding	+	0.6168	61.68%
Glucocorticoid receptor binding	+	0.7551	75.51%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.28%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL5028	O14672	ADAM10	85.30%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.06%	91.07%

Plants that contains it

• Diplostephium floribundum

Cross-Links

• PubChem: 163072682
• LOTUS: LTS0252600
• wikiData: Q105233230