[7-(Benzoyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl] 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 3b137edc-60c1-48c2-8a7d-4f7c459c9421
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [7-(benzoyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl] 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C38H46O19/c39-11-17-6-7-19-21(15-52-36(25(17)19)57-38-32(47)30(45)28(43)24(13-41)55-38)34(49)53-22-10-18(14-51-33(48)16-4-2-1-3-5-16)26-20(22)8-9-50-35(26)56-37-31(46)29(44)27(42)23(12-40)54-37/h1-5,8-10,15,19-20,22-24,26-32,35-47H,6-7,11-14H2
• InChI Key: DYWZCRDACCTJOZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₆O₁₉
• Molecular Weight: 806.80 g/mol
• Exact Mass: 806.26332923 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4795	47.95%
Caco-2	-	0.8927	89.27%
Blood Brain Barrier	-	0.5142	51.42%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8383	83.83%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7987	79.87%
P-glycoprotein inhibitior	+	0.6808	68.08%
P-glycoprotein substrate	+	0.5060	50.60%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8039	80.39%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.7356	73.56%
CYP2C8 inhibition	+	0.8180	81.80%
CYP inhibitory promiscuity	-	0.8825	88.25%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.7846	78.46%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7436	74.36%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5727	57.27%
Acute Oral Toxicity (c)	III	0.4502	45.02%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7008	70.08%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	-	0.5475	54.75%
Aromatase binding	-	0.5451	54.51%
PPAR gamma	+	0.7057	70.57%
Honey bee toxicity	-	0.7214	72.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	94.30%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.19%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.13%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.93%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.01%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.96%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL3891	P07384	Calpain 1	84.55%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	83.66%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.87%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.75%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.61%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.83%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.85%	83.00%
CHEMBL5028	O14672	ADAM10	80.83%	97.50%

Plants that contains it

• Globularia trichosantha

Cross-Links

• PubChem: 73809346
• LOTUS: LTS0083799
• wikiData: Q104991631