(2-Acetyloxy-8,11-dihydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: 7a11cb2e-a37e-4ade-87ae-9069817ba6d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2-acetyloxy-8,11-dihydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(C3C(CC4CC3(C(C(=O)C2C1(C)C)OC(=O)C)C(=O)C4=C)O)C)O
• SMILES (Isomeric): CC(=O)OC1CC(C2(C3C(CC4CC3(C(C(=O)C2C1(C)C)OC(=O)C)C(=O)C4=C)O)C)O
• InChI: InChI=1S/C24H32O8/c1-10-13-7-14(27)18-23(6)15(28)8-16(31-11(2)25)22(4,5)19(23)17(29)21(32-12(3)26)24(18,9-13)20(10)30/h13-16,18-19,21,27-28H,1,7-9H2,2-6H3
• InChI Key: VTMSSXBFBXBFIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	-	0.6927	69.27%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6967	69.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.8350	83.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7738	77.38%
P-glycoprotein inhibitior	-	0.5143	51.43%
P-glycoprotein substrate	-	0.6195	61.95%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.7792	77.92%
CYP2C9 inhibition	-	0.8476	84.76%
CYP2C19 inhibition	-	0.7946	79.46%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.8220	82.20%
CYP2C8 inhibition	-	0.7580	75.80%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8776	87.76%
Skin irritation	+	0.5052	50.52%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6246	62.46%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5325	53.25%
skin sensitisation	-	0.6217	62.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7329	73.29%
Acute Oral Toxicity (c)	I	0.4788	47.88%
Estrogen receptor binding	+	0.7514	75.14%
Androgen receptor binding	+	0.6794	67.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6968	69.68%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	-	0.5349	53.49%
Honey bee toxicity	-	0.5505	55.05%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	93.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.02%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.81%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.10%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.35%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.58%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.38%	91.07%

Plants that contains it

• Isodon leucophyllus

Cross-Links

• PubChem: 72245811
• LOTUS: LTS0011973
• wikiData: Q105292876