(1R,2S,4S,5S,9R,10S,13R,16S)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,16-diol

Details

• Internal ID: 9d8e8f4a-3427-4dd6-bece-692986a3429d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,4S,5S,9R,10S,13R,16S)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,16-diol
• InChI: InChI=1S/C20H32O3/c1-17-8-5-13-19(3)7-4-6-18(2,12-21)14(19)11-15(22)20(13,10-9-17)16(17)23/h9-10,13-16,21-23H,4-8,11-12H2,1-3H3/t13-,14+,15-,16-,17+,18+,19-,20+/m0/s1
• InChI Key: HUQJLDLNVNPKBC-ZQYNSNHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.6866	68.66%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5876	58.76%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8311	83.11%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7345	73.45%
BSEP inhibitior	+	0.5974	59.74%
P-glycoprotein inhibitior	-	0.8615	86.15%
P-glycoprotein substrate	-	0.7757	77.57%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7520	75.20%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.7072	70.72%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.7432	74.32%
CYP2C8 inhibition	-	0.7157	71.57%
CYP inhibitory promiscuity	-	0.8143	81.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.5896	58.96%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5854	58.54%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.8455	84.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8976	89.76%
Acute Oral Toxicity (c)	III	0.5796	57.96%
Estrogen receptor binding	+	0.7031	70.31%
Androgen receptor binding	+	0.5257	52.57%
Thyroid receptor binding	+	0.7086	70.86%
Glucocorticoid receptor binding	+	0.7132	71.32%
Aromatase binding	+	0.5974	59.74%
PPAR gamma	-	0.6516	65.16%
Honey bee toxicity	-	0.8932	89.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9458	94.58%

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	95.85%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.15%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.36%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.75%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.14%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.44%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.04%	95.38%
CHEMBL237	P41145	Kappa opioid receptor	82.97%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.99%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.35%	82.69%

Plants that contains it

• Sideritis pusilla

Cross-Links

• PubChem: 21729472
• LOTUS: LTS0223771
• wikiData: Q104395956