(1R,4S,5R,9S,10S,13R)-5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-14-carbaldehyde

Details

• Internal ID: 1b23bfb2-b317-44a5-97e8-638a99dccb15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,5R,9S,10S,13R)-5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-14-carbaldehyde
• InChI: InChI=1S/C20H30O2/c1-18(13-22)7-3-8-19(2)16(18)6-9-20-10-14(4-5-17(19)20)15(11-20)12-21/h11-12,14,16-17,22H,3-10,13H2,1-2H3/t14-,16-,17+,18+,19-,20-/m1/s1
• InChI Key: CRENVNKSLGXMGW-UNLOAFCFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7351	73.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4805	48.05%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8061	80.61%
OATP1B3 inhibitior	+	0.8888	88.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5837	58.37%
BSEP inhibitior	+	0.7520	75.20%
P-glycoprotein inhibitior	-	0.8380	83.80%
P-glycoprotein substrate	-	0.7646	76.46%
CYP3A4 substrate	+	0.5768	57.68%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8274	82.74%
CYP3A4 inhibition	-	0.8382	83.82%
CYP2C9 inhibition	-	0.5286	52.86%
CYP2C19 inhibition	-	0.6276	62.76%
CYP2D6 inhibition	-	0.8784	87.84%
CYP1A2 inhibition	-	0.7435	74.35%
CYP2C8 inhibition	-	0.6936	69.36%
CYP inhibitory promiscuity	-	0.7070	70.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.8064	80.64%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6767	67.67%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7449	74.49%
skin sensitisation	+	0.5382	53.82%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6690	66.90%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.8594	85.94%
Androgen receptor binding	-	0.5146	51.46%
Thyroid receptor binding	+	0.7064	70.64%
Glucocorticoid receptor binding	+	0.8257	82.57%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	-	0.5338	53.38%
Honey bee toxicity	-	0.8880	88.80%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	94.22%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.70%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.41%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.84%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.63%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.15%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	81.37%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.37%	94.45%

Plants that contains it

• Tripterygium doianum

Cross-Links

• PubChem: 163023628
• LOTUS: LTS0003746
• wikiData: Q104968498