2-[(1S,2R,4R,7R,8S,12R)-8-acetyloxy-2,7-dihydroxy-1,7-dimethyl-11-methylidene-15-oxabicyclo[10.2.1]pentadecan-4-yl]prop-2-enoic acid

Details

• Internal ID: ea2cb31f-0e74-4bfa-80ff-e06fc891d0b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1S,2R,4R,7R,8S,12R)-8-acetyloxy-2,7-dihydroxy-1,7-dimethyl-11-methylidene-15-oxabicyclo[10.2.1]pentadecan-4-yl]prop-2-enoic acid
• InChI: InChI=1S/C22H34O7/c1-13-6-7-19(28-15(3)23)21(4,27)10-8-16(14(2)20(25)26)12-18(24)22(5)11-9-17(13)29-22/h16-19,24,27H,1-2,6-12H2,3-5H3,(H,25,26)/t16-,17-,18-,19+,21-,22+/m1/s1
• InChI Key: ATRGDNJWFZXSPI-UAOWYBJRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₇
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.23045342 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	-	0.6391	63.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.8590	85.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7342	73.42%
BSEP inhibitior	-	0.7267	72.67%
P-glycoprotein inhibitior	-	0.6254	62.54%
P-glycoprotein substrate	-	0.7538	75.38%
CYP3A4 substrate	+	0.6654	66.54%
CYP2C9 substrate	-	0.8099	80.99%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	-	0.5395	53.95%
CYP2C9 inhibition	-	0.7641	76.41%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	+	0.5638	56.38%
CYP2C8 inhibition	+	0.5151	51.51%
CYP inhibitory promiscuity	-	0.9453	94.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9165	91.65%
Skin irritation	+	0.5819	58.19%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6319	63.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4850	48.50%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8121	81.21%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4840	48.40%
Acute Oral Toxicity (c)	III	0.3733	37.33%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	+	0.5610	56.10%
Thyroid receptor binding	+	0.5583	55.83%
Glucocorticoid receptor binding	+	0.8342	83.42%
Aromatase binding	+	0.7431	74.31%
PPAR gamma	+	0.5853	58.53%
Honey bee toxicity	-	0.8179	81.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9888	98.88%

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	96.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.43%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	89.00%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.06%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.83%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.54%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.36%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.35%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.19%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.18%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL5028	O14672	ADAM10	80.09%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24970640
• LOTUS: LTS0014649
• wikiData: Q104918634