(2,8,16-Trihydroxy-5,9-dimethyl-14-methylidene-15-oxo-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)methyl acetate

Details

• Internal ID: 37873947-c041-4406-843f-562e694996d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2,8,16-trihydroxy-5,9-dimethyl-14-methylidene-15-oxo-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CCC(C2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)C)O)C
• SMILES (Isomeric): CC(=O)OCC1(CCC(C2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)C)O)C
• InChI: InChI=1S/C22H32O6/c1-11-13-5-6-14-21(4)15(9-17(25)22(14,18(11)26)19(13)27)20(3,8-7-16(21)24)10-28-12(2)23/h13-17,19,24-25,27H,1,5-10H2,2-4H3
• InChI Key: SOISFJAFHWJMRU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.6162	61.62%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7478	74.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7079	70.79%
BSEP inhibitior	-	0.5781	57.81%
P-glycoprotein inhibitior	-	0.6968	69.68%
P-glycoprotein substrate	-	0.7616	76.16%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8632	86.32%
CYP2C9 inhibition	-	0.7226	72.26%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	-	0.5711	57.11%
CYP inhibitory promiscuity	-	0.8888	88.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8998	89.98%
Skin irritation	+	0.5796	57.96%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5721	57.21%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6141	61.41%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6242	62.42%
Acute Oral Toxicity (c)	III	0.3570	35.70%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.5653	56.53%
Thyroid receptor binding	+	0.6048	60.48%
Glucocorticoid receptor binding	+	0.7691	76.91%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	-	0.4904	49.04%
Honey bee toxicity	-	0.8063	80.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.80%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.14%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.91%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.05%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.16%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.11%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	81.06%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%

Plants that contains it

• Isodon excisus
• Isodon weisiensis

Cross-Links

• PubChem: 75048976
• LOTUS: LTS0054674
• wikiData: Q105256961