(3S,7S,8S,9R,10R,13R,14S,17R)-7-hydroxy-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,13,14-tetramethyl-3-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde

Details

• Internal ID: 68aec27b-ff05-42cd-88e2-565b254676b6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (3S,7S,8S,9R,10R,13R,14S,17R)-7-hydroxy-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,13,14-tetramethyl-3-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
• SMILES (Canonical): CC(CC=CC(C)(C)O)C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C=O)C)C
• SMILES (Isomeric): C[C@H](C/C=C/C(C)(C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2[C@H](C=C4[C@H]3CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)CO)O)O)O)O)C=O)C)C
• InChI: InChI=1S/C36H58O9/c1-20(9-8-13-32(2,3)43)21-12-14-35(7)30-24(39)17-23-22(36(30,19-38)16-15-34(21,35)6)10-11-26(33(23,4)5)45-31-29(42)28(41)27(40)25(18-37)44-31/h8,13,17,19-22,24-31,37,39-43H,9-12,14-16,18H2,1-7H3/b13-8+/t20-,21-,22-,24+,25-,26+,27-,28-,29-,30+,31+,34-,35+,36-/m1/s1
• InChI Key: PRZSJOSZIIULLH-FYZOHYPDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₉
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.40808342 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8797	87.97%
Caco-2	-	0.8478	84.78%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8612	86.12%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.7964	79.64%
OATP1B3 inhibitior	-	0.3465	34.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.5881	58.81%
P-glycoprotein inhibitior	+	0.7263	72.63%
P-glycoprotein substrate	-	0.5272	52.72%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.9148	91.48%
CYP2C9 inhibition	-	0.7982	79.82%
CYP2C19 inhibition	-	0.8907	89.07%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.7740	77.40%
CYP2C8 inhibition	+	0.6275	62.75%
CYP inhibitory promiscuity	-	0.8570	85.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6984	69.84%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9287	92.87%
Skin irritation	-	0.5388	53.88%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7697	76.97%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7073	70.73%
skin sensitisation	-	0.9063	90.63%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6304	63.04%
Acute Oral Toxicity (c)	III	0.7242	72.42%
Estrogen receptor binding	+	0.6733	67.33%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	-	0.5122	51.22%
Glucocorticoid receptor binding	+	0.6625	66.25%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.6295	62.95%
Honey bee toxicity	-	0.7198	71.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	98.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.36%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.32%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.14%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.77%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.61%	97.36%
CHEMBL1977	P11473	Vitamin D receptor	84.46%	99.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.59%	100.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	83.35%	97.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.89%	97.14%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.70%	93.00%
CHEMBL5028	O14672	ADAM10	81.61%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.81%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.38%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.05%	100.00%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 16079964
• LOTUS: LTS0194831
• wikiData: Q105214033