(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,17,18-pentol

Details

• Internal ID: bccdac26-ff18-4d4c-b07f-3d0ac4851524
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,17,18-pentol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6(C5(C(C(C(C6O)O)O)O)C)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@]6([C@@]5([C@@H]([C@@H]([C@@H]([C@@H]6O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C27H44O7/c1-13-5-10-27(33-12-13)14(2)19-18(34-27)11-17-15-6-9-26(32)23(31)21(29)20(28)22(30)25(26,4)16(15)7-8-24(17,19)3/h13-23,28-32H,5-12H2,1-4H3/t13-,14+,15-,16+,17+,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-/m1/s1
• InChI Key: HWGMJQKQNRJWRE-FQENSUDISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₇
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.30870374 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7027	70.27%
Caco-2	-	0.7659	76.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6312	63.12%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7973	79.73%
P-glycoprotein inhibitior	-	0.6651	66.51%
P-glycoprotein substrate	-	0.6083	60.83%
CYP3A4 substrate	+	0.7047	70.47%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7790	77.90%
CYP3A4 inhibition	-	0.9564	95.64%
CYP2C9 inhibition	-	0.9386	93.86%
CYP2C19 inhibition	-	0.9340	93.40%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	-	0.5989	59.89%
CYP inhibitory promiscuity	-	0.9821	98.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5760	57.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.5861	58.61%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3657	36.57%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7861	78.61%
skin sensitisation	-	0.9202	92.02%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6360	63.60%
Acute Oral Toxicity (c)	I	0.5423	54.23%
Estrogen receptor binding	+	0.6231	62.31%
Androgen receptor binding	+	0.7101	71.01%
Thyroid receptor binding	+	0.5742	57.42%
Glucocorticoid receptor binding	+	0.6370	63.70%
Aromatase binding	+	0.7481	74.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6563	65.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8485	84.85%

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	95.96%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.97%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.46%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.89%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.72%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.46%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	86.26%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.81%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	84.35%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.09%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.94%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.78%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.24%	96.43%
CHEMBL237	P41145	Kappa opioid receptor	82.32%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.16%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.62%	92.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.12%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.87%	95.58%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.03%	95.48%

Plants that contains it

• Reineckea carnea

Cross-Links

• PubChem: 101228120
• LOTUS: LTS0009049
• wikiData: Q105034650