(1R,4S,5E,7R,10Z,14S)-1,7-dimethyl-4-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,10-diene-4,7,14-triol

Details

• Internal ID: 24bb409f-5a12-49f2-976b-ce0417742864
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4S,5E,7R,10Z,14S)-1,7-dimethyl-4-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,10-diene-4,7,14-triol
• InChI: InChI=1S/C20H34O4/c1-15(2)20(23)12-10-18(3,22)9-5-6-16-7-8-17(21)19(4,11-13-20)24-14-16/h6,10,12,15,17,21-23H,5,7-9,11,13-14H2,1-4H3/b12-10+,16-6-/t17-,18+,19+,20-/m0/s1
• InChI Key: NNWLEZMZGZVHIF-KRVLCDBZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• 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	+	0.9836	98.36%
Caco-2	+	0.5979	59.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5833	58.33%
BSEP inhibitior	-	0.4763	47.63%
P-glycoprotein inhibitior	-	0.8509	85.09%
P-glycoprotein substrate	-	0.7449	74.49%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.7819	78.19%
CYP3A4 inhibition	-	0.7647	76.47%
CYP2C9 inhibition	-	0.7447	74.47%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.6613	66.13%
CYP2C8 inhibition	-	0.7489	74.89%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.5946	59.46%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6440	64.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.3612	36.12%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6471	64.71%
skin sensitisation	-	0.7449	74.49%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4561	45.61%
Acute Oral Toxicity (c)	III	0.5991	59.91%
Estrogen receptor binding	+	0.5549	55.49%
Androgen receptor binding	-	0.5388	53.88%
Thyroid receptor binding	+	0.7530	75.30%
Glucocorticoid receptor binding	+	0.7262	72.62%
Aromatase binding	-	0.5294	52.94%
PPAR gamma	-	0.5942	59.42%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9185	91.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.31%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.12%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.98%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.61%	96.77%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.62%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.53%	97.25%
CHEMBL4072	P07858	Cathepsin B	87.08%	93.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.87%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163193498
• LOTUS: LTS0215544
• wikiData: Q105182348