(1S,2S,4S,4aS,5R,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5-dihydroxy-5-methoxycarbonyl-1,4a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 5753ad6f-cf41-434a-94e4-62bbb8a0512f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1S,2S,4S,4aS,5R,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5-dihydroxy-5-methoxycarbonyl-1,4a-dimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• InChI: InChI=1S/C27H40O14/c1-24(9-14(29)13-6-8-39-12-13)16-5-4-7-26(36,23(35)38-3)25(16,2)17(10-27(24,37)22(33)34)41-21-20(32)19(31)18(30)15(11-28)40-21/h6,8,12,14-21,28-32,36-37H,4-5,7,9-11H2,1-3H3,(H,33,34)/t14-,15+,16-,17-,18+,19-,20+,21-,24-,25-,26-,27+/m0/s1
• InChI Key: QHRCDTOIELUASN-SLNGYGRDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₁₄
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.24180595 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6736	67.36%
Caco-2	-	0.8394	83.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7302	73.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8004	80.04%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7268	72.68%
P-glycoprotein inhibitior	-	0.4624	46.24%
P-glycoprotein substrate	-	0.5607	56.07%
CYP3A4 substrate	+	0.6918	69.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7059	70.59%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.9008	90.08%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6231	62.31%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9379	93.79%
Skin irritation	-	0.6538	65.38%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6507	65.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7804	78.04%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6653	66.53%
skin sensitisation	-	0.9382	93.82%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6899	68.99%
Acute Oral Toxicity (c)	I	0.5279	52.79%
Estrogen receptor binding	+	0.8226	82.26%
Androgen receptor binding	+	0.7214	72.14%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.6914	69.14%
PPAR gamma	+	0.5803	58.03%
Honey bee toxicity	-	0.7870	78.70%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9128	91.28%

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	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.75%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	92.35%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.27%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.02%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.24%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.85%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.93%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.19%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.84%	97.14%
CHEMBL5028	O14672	ADAM10	83.78%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.56%	97.25%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.93%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.14%	92.62%

Plants that contains it

• Tinospora cordifolia

Cross-Links

• PubChem: 162921838
• LOTUS: LTS0071096
• wikiData: Q105221103