(1R,2S,5S,6S,9S,11R,12S,14R)-6,9,12-trimethyl-3-propan-2-yl-13-oxatetracyclo[7.6.0.02,6.012,14]pentadec-3-ene-5,11-diol

Details

• Internal ID: aab61bfd-cb43-41bb-950a-ca0fb353cd04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,5S,6S,9S,11R,12S,14R)-6,9,12-trimethyl-3-propan-2-yl-13-oxatetracyclo[7.6.0.02,6.012,14]pentadec-3-ene-5,11-diol
• InChI: InChI=1S/C20H32O3/c1-11(2)12-8-14(21)19(4)7-6-18(3)10-15(22)20(5)16(23-20)9-13(18)17(12)19/h8,11,13-17,21-22H,6-7,9-10H2,1-5H3/t13-,14+,15-,16-,17-,18+,19-,20+/m1/s1
• InChI Key: PZTRPASJULRPGF-HPLSJYOCSA-N
• Popularity: 3 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): 53.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.5950	59.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5023	50.23%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9161	91.61%
P-glycoprotein inhibitior	-	0.8949	89.49%
P-glycoprotein substrate	-	0.6707	67.07%
CYP3A4 substrate	+	0.6293	62.93%
CYP2C9 substrate	-	0.6206	62.06%
CYP2D6 substrate	-	0.7163	71.63%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.5640	56.40%
CYP2C19 inhibition	-	0.6050	60.50%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.5255	52.55%
CYP2C8 inhibition	-	0.7734	77.34%
CYP inhibitory promiscuity	-	0.8392	83.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9354	93.54%
Skin irritation	-	0.5171	51.71%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4390	43.90%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6629	66.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6713	67.13%
Acute Oral Toxicity (c)	III	0.3594	35.94%
Estrogen receptor binding	+	0.6936	69.36%
Androgen receptor binding	+	0.5326	53.26%
Thyroid receptor binding	+	0.7535	75.35%
Glucocorticoid receptor binding	+	0.6774	67.74%
Aromatase binding	-	0.5163	51.63%
PPAR gamma	-	0.6186	61.86%
Honey bee toxicity	-	0.7267	72.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9435	94.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.15%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.70%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.48%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.28%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	80.06%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101195768
• LOTUS: LTS0107325
• wikiData: Q105217120