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

Details

• Internal ID: faf63122-dcdb-4115-adf8-110b6ee7e239
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,4S,5'S,6R,7S,8R,9S,12S,13S,14S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,18-tetrol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6(C5(C(C(C(C6)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](C6)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C27H44O6/c1-14-5-10-27(32-13-14)15(2)21-20(33-27)11-18-16-6-9-26(31)12-19(28)22(29)23(30)25(26,4)17(16)7-8-24(18,21)3/h14-23,28-31H,5-13H2,1-4H3/t14-,15-,16+,17-,18-,19+,20-,21-,22+,23+,24-,25-,26-,27+/m0/s1
• InChI Key: OJOIREGWGDMNGQ-HRWDTOBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₆
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.31378912 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• 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	-	0.7245	72.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6312	63.12%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7834	78.34%
P-glycoprotein inhibitior	-	0.6770	67.70%
P-glycoprotein substrate	-	0.5580	55.80%
CYP3A4 substrate	+	0.7285	72.85%
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	-	0.5915	59.15%
CYP inhibitory promiscuity	-	0.9821	98.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5760	57.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.5861	58.61%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3597	35.97%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7676	76.76%
skin sensitisation	-	0.9202	92.02%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7327	73.27%
Acute Oral Toxicity (c)	I	0.5423	54.23%
Estrogen receptor binding	+	0.6688	66.88%
Androgen receptor binding	+	0.6948	69.48%
Thyroid receptor binding	+	0.5846	58.46%
Glucocorticoid receptor binding	+	0.6756	67.56%
Aromatase binding	+	0.7708	77.08%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6816	68.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
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	97.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.68%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.65%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.63%	82.69%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.36%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.00%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.82%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.12%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.56%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.12%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.02%	92.86%
CHEMBL1871	P10275	Androgen Receptor	81.89%	96.43%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.55%	94.78%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.19%	93.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.17%	97.31%

Plants that contains it

• Dioscorea tokoro
• Murraya koenigii

Cross-Links

• PubChem: 11812629
• NPASS: NPC125611
• LOTUS: LTS0251041
• wikiData: Q105193181