scyphiphin D

Details

• Internal ID: 0198fc09-ccdf-4d44-802a-d1e36926699e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,7aS)-7-[[(1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C32H42O19/c33-5-11-1-3-14-16(10-47-29(19(11)14)50-31-25(40)23(38)21(36)17(6-34)48-31)28(44)45-8-12-2-4-13-15(27(42)43)9-46-30(20(12)13)51-32-26(41)24(39)22(37)18(7-35)49-32/h1-2,9-10,13-14,17-26,29-41H,3-8H2,(H,42,43)/t13-,14-,17-,18-,19-,20-,21-,22-,23+,24+,25-,26-,29+,30+,31+,32+/m1/s1
• InChI Key: GNZMAPXPPORUIU-YGMSYUBSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₉
• Molecular Weight: 730.70 g/mol
• Exact Mass: 730.23202911 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -4.16
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5841	58.41%
Caco-2	-	0.8988	89.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.7763	77.63%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6184	61.84%
P-glycoprotein inhibitior	+	0.5995	59.95%
P-glycoprotein substrate	-	0.8363	83.63%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.9205	92.05%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.8846	88.46%
CYP2C8 inhibition	-	0.5627	56.27%
CYP inhibitory promiscuity	-	0.8935	89.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7200	72.00%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.8021	80.21%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7884	78.84%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7412	74.12%
Acute Oral Toxicity (c)	III	0.3675	36.75%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	-	0.5219	52.19%
Glucocorticoid receptor binding	-	0.5841	58.41%
Aromatase binding	-	0.4872	48.72%
PPAR gamma	+	0.6944	69.44%
Honey bee toxicity	-	0.7819	78.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.8766	87.66%

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	95.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.53%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.71%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.34%	99.17%
CHEMBL1811	P34995	Prostanoid EP1 receptor	85.48%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	85.10%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.46%	98.95%

Plants that contains it

• Scyphiphora hydrophylacea

Cross-Links

• PubChem: 163022592
• LOTUS: LTS0202087
• wikiData: Q105013501