4,8a-Dimethyl-6-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,4a,5,6,7,8-hexahydronaphthalen-2-one

Details

• Internal ID: 87797019-4bb1-4039-a305-9d1430965fee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 4,8a-dimethyl-6-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,4a,5,6,7,8-hexahydronaphthalen-2-one
• InChI: InChI=1S/C21H34O7/c1-11-7-13(23)9-21(4)6-5-12(8-14(11)21)20(2,3)28-19-18(26)17(25)16(24)15(10-22)27-19/h7,12,14-19,22,24-26H,5-6,8-10H2,1-4H3
• InChI Key: OZZNTAYWTGDTHK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₇
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.23045342 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8062	80.62%
Caco-2	-	0.7578	75.78%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8570	85.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	-	0.3605	36.05%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.8064	80.64%
P-glycoprotein inhibitior	-	0.7130	71.30%
P-glycoprotein substrate	-	0.8365	83.65%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9019	90.19%
CYP2C9 inhibition	-	0.7849	78.49%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.7078	70.78%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7291	72.91%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9879	98.79%
Skin irritation	-	0.6239	62.39%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4652	46.52%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8845	88.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7744	77.44%
Acute Oral Toxicity (c)	III	0.7487	74.87%
Estrogen receptor binding	+	0.5757	57.57%
Androgen receptor binding	+	0.5637	56.37%
Thyroid receptor binding	+	0.6980	69.80%
Glucocorticoid receptor binding	+	0.5855	58.55%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.5364	53.64%
Honey bee toxicity	-	0.7736	77.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9702	97.02%

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	98.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.50%	97.09%
CHEMBL1871	P10275	Androgen Receptor	94.84%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.92%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.75%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.58%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.16%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.59%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	84.99%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.72%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.68%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	83.67%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.66%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.86%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.17%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.25%	94.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.87%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.25%	96.21%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.13%	90.93%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 85391244
• LOTUS: LTS0244261
• wikiData: Q105204278