(2-Acetyloxy-7-hydroxy-3,8-dimethyl-6-oxo-5-propan-2-ylidene-1,2,4a,7,8,8a-hexahydronaphthalen-1-yl) acetate

Details

• Internal ID: 2d21f805-bcb2-4d1c-89ee-4af91a40a143
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2-acetyloxy-7-hydroxy-3,8-dimethyl-6-oxo-5-propan-2-ylidene-1,2,4a,7,8,8a-hexahydronaphthalen-1-yl) acetate
• SMILES (Canonical): CC1C2C(C=C(C(C2OC(=O)C)OC(=O)C)C)C(=C(C)C)C(=O)C1O
• SMILES (Isomeric): CC1C2C(C=C(C(C2OC(=O)C)OC(=O)C)C)C(=C(C)C)C(=O)C1O
• InChI: InChI=1S/C19H26O6/c1-8(2)14-13-7-9(3)18(24-11(5)20)19(25-12(6)21)15(13)10(4)16(22)17(14)23/h7,10,13,15-16,18-19,22H,1-6H3
• InChI Key: UORAXFQEKRGHPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.6443	64.43%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8379	83.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6647	66.47%
P-glycoprotein inhibitior	-	0.6047	60.47%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.7137	71.37%
CYP2C19 inhibition	-	0.8081	80.81%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	-	0.7968	79.68%
CYP2C8 inhibition	-	0.9034	90.34%
CYP inhibitory promiscuity	-	0.7531	75.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9097	90.97%
Carcinogenicity (trinary)	Non-required	0.4877	48.77%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.7336	73.36%
Skin irritation	-	0.6884	68.84%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4407	44.07%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6691	66.91%
skin sensitisation	+	0.4950	49.50%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4838	48.38%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.5830	58.30%
Androgen receptor binding	-	0.5308	53.08%
Thyroid receptor binding	-	0.6072	60.72%
Glucocorticoid receptor binding	-	0.6385	63.85%
Aromatase binding	-	0.7962	79.62%
PPAR gamma	-	0.6032	60.32%
Honey bee toxicity	-	0.8377	83.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5350	53.50%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.55%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.39%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.02%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.82%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.38%	97.36%

Plants that contains it

• Marsupella emarginata

Cross-Links

• PubChem: 163050469
• LOTUS: LTS0240555
• wikiData: Q105276528