13,15-Dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-6-one

Details

• Internal ID: 7e33da4b-370d-40af-afdc-bc9976233a86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 13,15-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-6-one
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CCC1=O)C)(C(=C)C4O)O)C
• SMILES (Isomeric): CC1(C2CCC34CC(CCC3C2(CCC1=O)C)(C(=C)C4O)O)C
• InChI: InChI=1S/C20H30O3/c1-12-16(22)19-9-5-13-17(2,3)15(21)7-8-18(13,4)14(19)6-10-20(12,23)11-19/h13-14,16,22-23H,1,5-11H2,2-4H3
• InChI Key: YEQZIMWOTHWBCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	+	0.7901	79.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5756	57.56%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	-	0.2604	26.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5251	52.51%
P-glycoprotein inhibitior	-	0.7707	77.07%
P-glycoprotein substrate	-	0.8806	88.06%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	-	0.8208	82.08%
CYP2D6 substrate	-	0.8090	80.90%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	-	0.6591	65.91%
CYP2C19 inhibition	-	0.7626	76.26%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	-	0.8498	84.98%
CYP inhibitory promiscuity	-	0.8123	81.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5480	54.80%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7814	78.14%
Skin irritation	+	0.5672	56.72%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5719	57.19%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5768	57.68%
skin sensitisation	-	0.6327	63.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.6678	66.78%
Acute Oral Toxicity (c)	I	0.6817	68.17%
Estrogen receptor binding	+	0.7890	78.90%
Androgen receptor binding	+	0.6609	66.09%
Thyroid receptor binding	+	0.6301	63.01%
Glucocorticoid receptor binding	+	0.8702	87.02%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	-	0.6350	63.50%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.87%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	90.86%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.76%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.67%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.48%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	81.52%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.04%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.72%	82.69%

Plants that contains it

• Liochlaena subulata

Cross-Links

• PubChem: 162954323
• LOTUS: LTS0111198
• wikiData: Q105347371