2,16-Dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-7,15-dione

Details

• Internal ID: b7d26d94-335e-444f-bf4a-9316cfab4096
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-7,15-dione
• SMILES (Canonical): CC1(CC(=O)CC2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)C)C
• SMILES (Isomeric): CC1(CC(=O)CC2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)C)C
• InChI: InChI=1S/C20H28O4/c1-10-12-5-6-13-19(4)9-11(21)8-18(2,3)14(19)7-15(22)20(13,16(10)23)17(12)24/h12-15,17,22,24H,1,5-9H2,2-4H3
• InChI Key: YTSRALVHLWIBKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.5823	58.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	-	0.3612	36.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5853	58.53%
BSEP inhibitior	-	0.5831	58.31%
P-glycoprotein inhibitior	-	0.7583	75.83%
P-glycoprotein substrate	-	0.8597	85.97%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	0.7722	77.22%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.7112	71.12%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	-	0.7339	73.39%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8907	89.07%
Skin irritation	+	0.5730	57.30%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6998	69.98%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5618	56.18%
skin sensitisation	-	0.6816	68.16%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5729	57.29%
Acute Oral Toxicity (c)	I	0.6582	65.82%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	-	0.5106	51.06%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	+	0.6397	63.97%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	-	0.6064	60.64%
Honey bee toxicity	-	0.7876	78.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	94.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.91%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.15%	92.94%
CHEMBL2581	P07339	Cathepsin D	84.06%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.96%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.69%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%

Plants that contains it

• Isodon umbrosus
• Pegolettia senegalensis

Cross-Links

• PubChem: 162893395
• LOTUS: LTS0000089
• wikiData: Q104984119