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

Details

• Internal ID: 40aab93e-2f2c-4ef9-ac99-8208f2a9b81c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,3R,4aS,8S,8aR)-3,8-dihydroxy-1,4a,6-trimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,4,7,8,8a-hexahydronaphthalene-1-carbaldehyde
• InChI: InChI=1S/C20H28O5/c1-12-6-16(23)18-19(2,11-21)8-14(22)9-20(18,3)15(12)5-4-13-7-17(24)25-10-13/h7,11,14,16,18,22-23H,4-6,8-10H2,1-3H3/t14-,16-,18-,19+,20+/m0/s1
• InChI Key: CMTGQAAZOSGFCU-WRYWSJOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.5361	53.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6186	61.86%
BSEP inhibitior	+	0.6061	60.61%
P-glycoprotein inhibitior	-	0.7575	75.75%
P-glycoprotein substrate	+	0.5053	50.53%
CYP3A4 substrate	+	0.6296	62.96%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	+	0.5305	53.05%
CYP2C9 inhibition	-	0.9352	93.52%
CYP2C19 inhibition	-	0.9528	95.28%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.8524	85.24%
CYP2C8 inhibition	-	0.6822	68.22%
CYP inhibitory promiscuity	-	0.8603	86.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5148	51.48%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9298	92.98%
Skin irritation	+	0.6957	69.57%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5558	55.58%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5712	57.12%
skin sensitisation	-	0.8747	87.47%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6217	62.17%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	+	0.6786	67.86%
Androgen receptor binding	+	0.6684	66.84%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.7352	73.52%
Aromatase binding	+	0.7063	70.63%
PPAR gamma	-	0.4913	49.13%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	93.23%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.11%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.54%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.39%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.73%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101676349
• LOTUS: LTS0153053
• wikiData: Q104965118