(1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxyoxan-2-yl]oxy-7,12,16-trimethyl-15-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

Details

• Internal ID: 3cc82c32-bc15-48fe-b852-0bc183826109
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxyoxan-2-yl]oxy-7,12,16-trimethyl-15-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C(=O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C(=O)OC)O)O)O)C)C
• SMILES (Isomeric): CC1=CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H]([C@@]6(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)OC)O)O)O)C)C
• InChI: InChI=1S/C43H64O16/c1-19-7-8-22(55-34(19)50)20(2)21-11-13-40(4)24-9-10-25-41(5,38(52)53)26(12-14-42(25)18-43(24,42)16-15-39(21,40)3)57-37-33(29(47)27(45)23(17-44)56-37)59-36-31(49)28(46)30(48)32(58-36)35(51)54-6/h7,20-33,36-37,44-49H,8-18H2,1-6H3,(H,52,53)/t20-,21+,22-,23+,24-,25-,26-,27+,28-,29-,30-,31+,32-,33+,36-,37-,39+,40-,41-,42+,43-/m0/s1
• InChI Key: INCULGNJNLRUCH-IVXQMWAOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₄O₁₆
• Molecular Weight: 837.00 g/mol
• Exact Mass: 836.41943595 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7439	74.39%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8068	80.68%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	+	0.9073	90.73%
P-glycoprotein inhibitior	+	0.7673	76.73%
P-glycoprotein substrate	+	0.5743	57.43%
CYP3A4 substrate	+	0.7288	72.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.9220	92.20%
CYP2C9 inhibition	-	0.7908	79.08%
CYP2C19 inhibition	-	0.8915	89.15%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	+	0.7377	73.77%
CYP inhibitory promiscuity	-	0.9228	92.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6879	68.79%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.5910	59.10%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7512	75.12%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.9090	90.90%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5667	56.67%
Acute Oral Toxicity (c)	I	0.5255	52.55%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	-	0.6078	60.78%
Glucocorticoid receptor binding	+	0.7414	74.14%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.7745	77.45%
Honey bee toxicity	-	0.6722	67.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9502	95.02%

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	98.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.81%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.70%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.70%	93.00%
CHEMBL2581	P07339	Cathepsin D	89.53%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.58%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.16%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.88%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.61%	95.50%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.50%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.97%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	82.71%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.58%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.78%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	81.78%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.70%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.54%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.35%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.75%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.30%	100.00%

Plants that contains it

• Abrus precatorius

Cross-Links

• PubChem: 44575935
• NPASS: NPC33434