2-[4,5-dihydroxy-2-[[7-hydroxy-17-[6-hydroxy-6-methyl-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: c1c32be5-bbd7-4230-afe1-932bdcb47c3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[4,5-dihydroxy-2-[[7-hydroxy-17-[6-hydroxy-6-methyl-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(CC=CC(C)(C)O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(CC=CC(C)(C)O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C54H92O23/c1-23-33(58)37(62)42(67)46(71-23)76-44-40(65)35(60)27(21-56)73-48(44)75-32-14-17-51(6)29-12-11-24-25(13-18-52(24,7)54(29,9)31(57)19-30(51)50(32,4)5)53(8,16-10-15-49(2,3)69)77-47-43(68)39(64)36(61)28(74-47)22-70-45-41(66)38(63)34(59)26(20-55)72-45/h10,15,23-48,55-69H,11-14,16-22H2,1-9H3
• InChI Key: RLRXCZFZGCXHMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₃
• Molecular Weight: 1109.30 g/mol
• Exact Mass: 1108.60293918 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5819	58.19%
Caco-2	-	0.9000	90.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8174	81.74%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8028	80.28%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7403	74.03%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.7421	74.21%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8267	82.67%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6472	64.72%
skin sensitisation	-	0.9219	92.19%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9268	92.68%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	+	0.5835	58.35%
Glucocorticoid receptor binding	+	0.7601	76.01%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.6020	60.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8873	88.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.23%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.73%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	93.22%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.91%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.78%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.97%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL206	P03372	Estrogen receptor alpha	87.78%	97.64%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.46%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.36%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.97%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.97%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	84.33%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.87%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	83.78%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.25%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.73%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.71%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.66%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL233	P35372	Mu opioid receptor	82.50%	97.93%
CHEMBL1977	P11473	Vitamin D receptor	81.90%	99.43%

Plants that contains it

• Luffa operculata

Cross-Links

• PubChem: 73800694
• LOTUS: LTS0161125
• wikiData: Q105240477