(6R,7S,9S,13S,16S)-6-[(3S)-4-hydroxy-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,16-diol

Details

• Internal ID: 040c65a4-237c-48a8-a282-086c77843e78
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Furostanes and derivatives
• IUPAC Name: (6R,7S,9S,13S,16S)-6-[(3S)-4-hydroxy-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,16-diol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)O)C)C)OC1(CCC(C)CO)O
• SMILES (Isomeric): C[C@H]1C2C(CC3[C@@]2(CCC4C3CCC5[C@@]4(CC[C@@H](C5)O)C)C)O[C@@]1(CC[C@H](C)CO)O
• InChI: InChI=1S/C27H46O4/c1-16(15-28)7-12-27(30)17(2)24-23(31-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28-30H,5-15H2,1-4H3/t16-,17-,18?,19-,20?,21?,22?,23?,24?,25-,26-,27+/m0/s1
• InChI Key: BLAWZIKKZHLPBD-RENXMKKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₄
• Molecular Weight: 434.70 g/mol
• Exact Mass: 434.33960994 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.75
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	-	0.6013	60.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6094	60.94%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6394	63.94%
BSEP inhibitior	-	0.7033	70.33%
P-glycoprotein inhibitior	-	0.6515	65.15%
P-glycoprotein substrate	+	0.5538	55.38%
CYP3A4 substrate	+	0.7265	72.65%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7780	77.80%
CYP3A4 inhibition	-	0.5285	52.85%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.8778	87.78%
CYP2C8 inhibition	-	0.6866	68.66%
CYP inhibitory promiscuity	-	0.8707	87.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6361	63.61%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9513	95.13%
Skin irritation	-	0.5796	57.96%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.7532	75.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4666	46.66%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6306	63.06%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8025	80.25%
Acute Oral Toxicity (c)	III	0.5956	59.56%
Estrogen receptor binding	+	0.6551	65.51%
Androgen receptor binding	-	0.6203	62.03%
Thyroid receptor binding	+	0.6623	66.23%
Glucocorticoid receptor binding	+	0.7504	75.04%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.5724	57.24%
Honey bee toxicity	-	0.7338	73.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9224	92.24%

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	96.23%	96.09%
CHEMBL204	P00734	Thrombin	92.80%	96.01%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.72%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.43%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.07%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.00%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL242	Q92731	Estrogen receptor beta	90.44%	98.35%
CHEMBL237	P41145	Kappa opioid receptor	90.23%	98.10%
CHEMBL233	P35372	Mu opioid receptor	90.20%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.07%	92.86%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	89.10%	98.46%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.09%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	88.83%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.68%	97.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.22%	98.05%
CHEMBL1871	P10275	Androgen Receptor	87.03%	96.43%
CHEMBL4581	P52732	Kinesin-like protein 1	86.77%	93.18%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.58%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.45%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.88%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.22%	96.77%
CHEMBL206	P03372	Estrogen receptor alpha	82.93%	97.64%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.46%	92.78%
CHEMBL226	P30542	Adenosine A1 receptor	82.35%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.11%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.75%	93.56%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.72%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.67%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.57%	92.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.21%	97.29%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.98%	97.31%
CHEMBL299	P17252	Protein kinase C alpha	80.82%	98.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.58%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.55%	96.47%
CHEMBL3045	P05771	Protein kinase C beta	80.44%	97.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162893340
• LOTUS: LTS0268591
• wikiData: Q104937871