2-[(1R,2S,4aS,6S,8aS)-2-acetyl-6-(2-hydroxyacetyl)-2,6,8a-trimethyl-3,4,4a,5,7,8-hexahydro-1H-naphthalen-1-yl]acetic acid

Details

• Internal ID: 0533b1f5-e856-4aa8-bf34-75a6c9cb25d2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,2S,4aS,6S,8aS)-2-acetyl-6-(2-hydroxyacetyl)-2,6,8a-trimethyl-3,4,4a,5,7,8-hexahydro-1H-naphthalen-1-yl]acetic acid
• InChI: InChI=1S/C19H30O5/c1-12(21)18(3)6-5-13-10-17(2,15(22)11-20)7-8-19(13,4)14(18)9-16(23)24/h13-14,20H,5-11H2,1-4H3,(H,23,24)/t13-,14-,17-,18+,19-/m0/s1
• InChI Key: HSTTXHMUHOGAOL-HLQCWHFUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9420	94.20%
Caco-2	+	0.7707	77.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	-	0.7186	71.86%
P-glycoprotein inhibitior	-	0.7995	79.95%
P-glycoprotein substrate	-	0.6572	65.72%
CYP3A4 substrate	+	0.6198	61.98%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.5431	54.31%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.9407	94.07%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.8318	83.18%
CYP2C8 inhibition	-	0.7510	75.10%
CYP inhibitory promiscuity	-	0.9174	91.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7549	75.49%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7627	76.27%
Skin irritation	-	0.6330	63.30%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6990	69.90%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5327	53.27%
skin sensitisation	-	0.8580	85.80%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6339	63.39%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6184	61.84%
Acute Oral Toxicity (c)	III	0.7335	73.35%
Estrogen receptor binding	+	0.6276	62.76%
Androgen receptor binding	-	0.5636	56.36%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	+	0.6715	67.15%
PPAR gamma	-	0.6351	63.51%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.79%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.39%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	87.32%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.60%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.98%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.93%	95.50%
CHEMBL5028	O14672	ADAM10	83.43%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.16%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.73%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.93%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.04%	94.33%

Plants that contains it

• Endospermum diadenum

Cross-Links

• PubChem: 10065744
• LOTUS: LTS0261737
• wikiData: Q105152843