(3R,4S,8R,13R)-4-hydroxy-3,7,7-trimethyl-14-methylidenetetracyclo[11.2.1.02,11.03,8]hexadec-2(11)-en-15-one

Details

• Internal ID: a6e22449-f01b-4ceb-993a-8bc522af32c3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (3R,4S,8R,13R)-4-hydroxy-3,7,7-trimethyl-14-methylidenetetracyclo[11.2.1.02,11.03,8]hexadec-2(11)-en-15-one
• InChI: InChI=1S/C20H28O2/c1-11-13-9-12-5-6-15-19(2,3)8-7-16(21)20(15,4)17(12)14(10-13)18(11)22/h13-16,21H,1,5-10H2,2-4H3/t13-,14?,15+,16-,20-/m0/s1
• InChI Key: OJXHDPQUDQJCEW-GSKXRPHRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7650	76.50%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6992	69.92%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.8835	88.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.8779	87.79%
P-glycoprotein inhibitior	-	0.7306	73.06%
P-glycoprotein substrate	-	0.8161	81.61%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	0.7651	76.51%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.8938	89.38%
CYP2C9 inhibition	-	0.7925	79.25%
CYP2C19 inhibition	-	0.6267	62.67%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8421	84.21%
CYP2C8 inhibition	-	0.7459	74.59%
CYP inhibitory promiscuity	-	0.8532	85.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.6286	62.86%
Skin irritation	+	0.6160	61.60%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6459	64.59%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5633	56.33%
skin sensitisation	-	0.5442	54.42%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6924	69.24%
Acute Oral Toxicity (c)	III	0.8064	80.64%
Estrogen receptor binding	+	0.5778	57.78%
Androgen receptor binding	+	0.6396	63.96%
Thyroid receptor binding	+	0.6034	60.34%
Glucocorticoid receptor binding	+	0.6713	67.13%
Aromatase binding	+	0.5308	53.08%
PPAR gamma	-	0.5095	50.95%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	95.86%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.06%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.93%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.78%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	84.42%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.99%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.44%	96.09%
CHEMBL1871	P10275	Androgen Receptor	81.19%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101751159
• LOTUS: LTS0268842
• wikiData: Q105193340