5-Acetyl-6,15,18-trihydroxy-12,12-dimethyl-9,17-dioxapentacyclo[8.5.3.01,11.02,7.07,18]octadecan-8-one

Details

• Internal ID: 25ffa377-a5cf-4b4d-b1bb-72f342d6fc02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5-acetyl-6,15,18-trihydroxy-12,12-dimethyl-9,17-dioxapentacyclo[8.5.3.01,11.02,7.07,18]octadecan-8-one
• SMILES (Canonical): CC(=O)C1CCC2C34COC5(C2(C1O)C(=O)OC5C3C(CCC4O)(C)C)O
• SMILES (Isomeric): CC(=O)C1CCC2C34COC5(C2(C1O)C(=O)OC5C3C(CCC4O)(C)C)O
• InChI: InChI=1S/C20H28O7/c1-9(21)10-4-5-11-18-8-26-20(25)15(27-16(24)19(11,20)14(10)23)13(18)17(2,3)7-6-12(18)22/h10-15,22-23,25H,4-8H2,1-3H3
• InChI Key: GYOGRQYLXXCRLH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8672	86.72%
Caco-2	-	0.6394	63.94%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7614	76.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6864	68.64%
BSEP inhibitior	-	0.7557	75.57%
P-glycoprotein inhibitior	-	0.7380	73.80%
P-glycoprotein substrate	-	0.5063	50.63%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.8766	87.66%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9194	91.94%
CYP2D6 inhibition	-	0.9619	96.19%
CYP1A2 inhibition	-	0.9168	91.68%
CYP2C8 inhibition	-	0.7543	75.43%
CYP inhibitory promiscuity	-	0.9831	98.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.6162	61.62%
Skin corrosion	-	0.9122	91.22%
Ames mutagenesis	-	0.5842	58.42%
Human Ether-a-go-go-Related Gene inhibition	-	0.7392	73.92%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7836	78.36%
Acute Oral Toxicity (c)	III	0.4743	47.43%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.6647	66.47%
Thyroid receptor binding	+	0.6604	66.04%
Glucocorticoid receptor binding	+	0.7378	73.78%
Aromatase binding	+	0.5667	56.67%
PPAR gamma	+	0.5375	53.75%
Honey bee toxicity	-	0.8508	85.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9422	94.22%

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	91.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.31%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.96%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.41%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.91%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.48%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.20%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.44%	99.23%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 72816600
• LOTUS: LTS0034910
• wikiData: Q105023993