(4S,4aS,7R,8S,8aR)-8-[2-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]ethyl]-4,4a,7,8-tetramethyl-1,4,5,6,7,8a-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: b94cc279-d838-46ca-af81-3f6b79d02cab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4S,4aS,7R,8S,8aR)-8-[2-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]ethyl]-4,4a,7,8-tetramethyl-1,4,5,6,7,8a-hexahydronaphthalene-2-carbaldehyde
• InChI: InChI=1S/C21H30O4/c1-13-5-7-21(4)14(2)9-15(12-22)10-17(21)20(13,3)8-6-16-11-18(23)25-19(16)24/h9,11-14,17,19,24H,5-8,10H2,1-4H3/t13-,14+,17-,19-,20+,21+/m1/s1
• InChI Key: ZTAJMOUEANOMLQ-WJDHQSKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.5381	53.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7008	70.08%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.7742	77.42%
OATP1B3 inhibitior	+	0.8097	80.97%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	-	0.6117	61.17%
P-glycoprotein inhibitior	-	0.5472	54.72%
P-glycoprotein substrate	-	0.6294	62.94%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.6972	69.72%
CYP2C9 inhibition	-	0.7864	78.64%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.5558	55.58%
CYP2C8 inhibition	-	0.7213	72.13%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9563	95.63%
Skin irritation	+	0.5678	56.78%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.7242	72.42%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6163	61.63%
Acute Oral Toxicity (c)	III	0.4910	49.10%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	+	0.5305	53.05%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.6619	66.19%
PPAR gamma	-	0.5223	52.23%
Honey bee toxicity	-	0.7951	79.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.70%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	92.32%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.76%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.13%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.98%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.07%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.95%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.37%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.67%	96.61%

Plants that contains it

• Callicarpa americana

Cross-Links

• PubChem: 162932161
• LOTUS: LTS0048033
• wikiData: Q105382821