3-[2-[(1S,4aS,7S,8aS)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 1cafd005-3485-46b3-ab6f-aa35f238f907
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[(1S,4aS,7S,8aS)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H30O3/c1-13-5-8-17-19(2,3)10-15(21)11-20(17,4)16(13)7-6-14-9-18(22)23-12-14/h5,9,15-17,21H,6-8,10-12H2,1-4H3/t15-,16-,17-,20+/m0/s1
• InChI Key: ZGMSBZKGZUUVBP-OGNFBWPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6118	61.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7715	77.15%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8319	83.19%
P-glycoprotein inhibitior	-	0.6989	69.89%
P-glycoprotein substrate	-	0.6415	64.15%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.6334	63.34%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8571	85.71%
CYP2C8 inhibition	-	0.6709	67.09%
CYP inhibitory promiscuity	-	0.8517	85.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.5207	52.07%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4150	41.50%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	-	0.6849	68.49%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5186	51.86%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.5955	59.55%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	+	0.8467	84.67%
Aromatase binding	+	0.5941	59.41%
PPAR gamma	+	0.6871	68.71%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	97.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.71%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.33%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.65%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.39%	95.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.30%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	80.68%	90.17%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.22%	96.25%

Plants that contains it

• Baccharis scandens

Cross-Links

• PubChem: 14633094
• LOTUS: LTS0219857
• wikiData: Q105375322