(2R,3R,4S,5R,6R)-2-[[(3S,4aR,6aR,6bS,8S,8aS,12aS,14R,14aR,14bS)-8-hydroxy-8a-(hydroxymethyl)-14-methoxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: e968ad1d-6a30-4987-a74b-7c11a1fedd8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[[(3S,4aR,6aR,6bS,8S,8aS,12aS,14R,14aR,14bS)-8-hydroxy-8a-(hydroxymethyl)-14-methoxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3C(C=C5C4(CC(C6(C5CC(CC6)(C)C)CO)O)C)OC)C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3[C@@H](C=C5[C@]4(C[C@@H]([C@@]6([C@H]5CC(CC6)(C)C)CO)O)C)OC)C)C)O)O)O
• InChI: InChI=1S/C37H62O8/c1-20-27(40)28(41)29(42)31(44-20)45-26-11-12-34(6)24(33(26,4)5)10-13-35(7)30(34)23(43-9)16-21-22-17-32(2,3)14-15-37(22,19-38)25(39)18-36(21,35)8/h16,20,22-31,38-42H,10-15,17-19H2,1-9H3/t20-,22+,23-,24+,25+,26+,27+,28+,29-,30-,31+,34+,35-,36-,37-/m1/s1
• InChI Key: SGNHYMIAMMFDCI-RSRZKSLTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₂O₈
• Molecular Weight: 634.90 g/mol
• Exact Mass: 634.44446893 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8153	81.53%
Caco-2	-	0.8152	81.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7819	78.19%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.7861	78.61%
OATP1B3 inhibitior	-	0.2589	25.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.7156	71.56%
P-glycoprotein inhibitior	+	0.7160	71.60%
P-glycoprotein substrate	-	0.7098	70.98%
CYP3A4 substrate	+	0.7222	72.22%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.8397	83.97%
CYP2C9 inhibition	-	0.8188	81.88%
CYP2C19 inhibition	-	0.8356	83.56%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.7981	79.81%
CYP2C8 inhibition	+	0.5234	52.34%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7065	70.65%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.6432	64.32%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.7724	77.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6818	68.18%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6970	69.70%
skin sensitisation	-	0.8811	88.11%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8814	88.14%
Acute Oral Toxicity (c)	III	0.6806	68.06%
Estrogen receptor binding	+	0.5440	54.40%
Androgen receptor binding	+	0.7072	70.72%
Thyroid receptor binding	-	0.5569	55.69%
Glucocorticoid receptor binding	+	0.5860	58.60%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.6478	64.78%
Honey bee toxicity	-	0.6892	68.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8966	89.66%

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	96.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.30%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.04%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.08%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.50%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.45%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.38%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.07%	92.62%

Plants that contains it

• Bupleurum chinense

Cross-Links

• PubChem: 122189260
• LOTUS: LTS0095246
• wikiData: Q105252458