[(1S,4aS,6S,7R,7aS)-6-acetyloxy-4-(ethoxymethyl)-4a-hydroxyspiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-1-yl] 3-methylbutanoate

Details

• Internal ID: cf1b65d2-2700-4338-aef4-e83a3446ccc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [(1S,4aS,6S,7R,7aS)-6-acetyloxy-4-(ethoxymethyl)-4a-hydroxyspiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-1-yl] 3-methylbutanoate
• InChI: InChI=1S/C19H28O8/c1-5-23-8-13-9-24-17(27-15(21)6-11(2)3)16-18(13,22)7-14(26-12(4)20)19(16)10-25-19/h9,11,14,16-17,22H,5-8,10H2,1-4H3/t14-,16-,17-,18+,19+/m0/s1
• InChI Key: HXMXOBXOPPGJHP-GPFWEFOESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₈
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.17841785 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	+	0.5888	58.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7153	71.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7024	70.24%
P-glycoprotein inhibitior	-	0.6099	60.99%
P-glycoprotein substrate	-	0.5743	57.43%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	0.8072	80.72%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.5780	57.80%
CYP2C9 inhibition	-	0.7356	73.56%
CYP2C19 inhibition	-	0.8008	80.08%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8718	87.18%
CYP2C8 inhibition	-	0.6494	64.94%
CYP inhibitory promiscuity	-	0.9532	95.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8648	86.48%
Skin irritation	-	0.6424	64.24%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7801	78.01%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5849	58.49%
skin sensitisation	-	0.8011	80.11%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7228	72.28%
Acute Oral Toxicity (c)	I	0.4413	44.13%
Estrogen receptor binding	+	0.7040	70.40%
Androgen receptor binding	+	0.6025	60.25%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.7369	73.69%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	-	0.5304	53.04%
Honey bee toxicity	-	0.8075	80.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9722	97.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.64%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.45%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.40%	97.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.79%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.16%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.99%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.89%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.66%	97.14%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 101472681
• LOTUS: LTS0119786
• wikiData: Q105035081