(1R,2S,5S,6S,9S,11R,13S)-6,9,13-trimethyl-3-propan-2-yl-12-oxatetracyclo[7.6.0.02,6.011,13]pentadec-3-en-5-ol

Details

• Internal ID: 54601063-8935-4086-88de-3009bf8358c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,5S,6S,9S,11R,13S)-6,9,13-trimethyl-3-propan-2-yl-12-oxatetracyclo[7.6.0.02,6.011,13]pentadec-3-en-5-ol
• InChI: InChI=1S/C20H32O2/c1-12(2)13-10-15(21)19(4)9-8-18(3)11-16-20(5,22-16)7-6-14(18)17(13)19/h10,12,14-17,21H,6-9,11H2,1-5H3/t14-,15+,16-,17-,18+,19-,20+/m1/s1
• InChI Key: NDSLDBAGFONUMY-YBRIYBKASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7289	72.89%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4947	49.47%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9281	92.81%
P-glycoprotein inhibitior	-	0.8655	86.55%
P-glycoprotein substrate	-	0.7373	73.73%
CYP3A4 substrate	+	0.6411	64.11%
CYP2C9 substrate	-	0.6206	62.06%
CYP2D6 substrate	-	0.7163	71.63%
CYP3A4 inhibition	-	0.7530	75.30%
CYP2C9 inhibition	-	0.6103	61.03%
CYP2C19 inhibition	-	0.5544	55.44%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	+	0.6008	60.08%
CYP2C8 inhibition	-	0.7218	72.18%
CYP inhibitory promiscuity	-	0.7786	77.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.8967	89.67%
Skin irritation	+	0.5351	53.51%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6023	60.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6813	68.13%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5124	51.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	III	0.6543	65.43%
Estrogen receptor binding	+	0.7202	72.02%
Androgen receptor binding	+	0.5468	54.68%
Thyroid receptor binding	+	0.7987	79.87%
Glucocorticoid receptor binding	+	0.7055	70.55%
Aromatase binding	+	0.5327	53.27%
PPAR gamma	-	0.5712	57.12%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9590	95.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.67%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.89%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.43%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.23%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.99%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101195765
• LOTUS: LTS0048828
• wikiData: Q105177703