(1S,4R,5R,6R,9R,11S,13S,14S,17R,19S,22R)-9-(2-hydroxypropan-2-yl)-4,6,13,18,18-pentamethyl-10-oxahexacyclo[12.9.0.01,22.04,13.05,11.017,22]tricosan-19-ol

Details

• Internal ID: d69ca481-a9ef-4878-84fe-1e4a8105223e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,4R,5R,6R,9R,11S,13S,14S,17R,19S,22R)-9-(2-hydroxypropan-2-yl)-4,6,13,18,18-pentamethyl-10-oxahexacyclo[12.9.0.01,22.04,13.05,11.017,22]tricosan-19-ol
• SMILES (Canonical): CC1CCC(OC2C1C3(CCC45CC46CCC(C(C6CCC5C3(C2)C)(C)C)O)C)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H](O[C@@H]2[C@H]1[C@]3(CC[C@@]45C[C@@]46CC[C@@H](C([C@@H]6CC[C@H]5[C@@]3(C2)C)(C)C)O)C)C(C)(C)O
• InChI: InChI=1S/C30H50O3/c1-18-8-11-23(26(4,5)32)33-19-16-28(7)21-10-9-20-25(2,3)22(31)12-13-29(20)17-30(21,29)15-14-27(28,6)24(18)19/h18-24,31-32H,8-17H2,1-7H3/t18-,19+,20+,21+,22+,23-,24+,27-,28+,29-,30+/m1/s1
• InChI Key: IMZLIOGSDVHHAJ-XZHHXOSXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.35
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5534	55.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5522	55.22%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5738	57.38%
P-glycoprotein inhibitior	-	0.7001	70.01%
P-glycoprotein substrate	-	0.7250	72.50%
CYP3A4 substrate	+	0.6528	65.28%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.7024	70.24%
CYP3A4 inhibition	-	0.8156	81.56%
CYP2C9 inhibition	-	0.6970	69.70%
CYP2C19 inhibition	-	0.7142	71.42%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.5930	59.30%
CYP2C8 inhibition	+	0.5125	51.25%
CYP inhibitory promiscuity	-	0.8995	89.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.5540	55.40%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.6091	60.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5844	58.44%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7196	71.96%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6818	68.18%
Acute Oral Toxicity (c)	III	0.5499	54.99%
Estrogen receptor binding	+	0.7486	74.86%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	+	0.7817	78.17%
PPAR gamma	+	0.5997	59.97%
Honey bee toxicity	-	0.8222	82.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9168	91.68%

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	97.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.60%	96.77%
CHEMBL204	P00734	Thrombin	93.19%	96.01%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.02%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.83%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.29%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.28%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.15%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.75%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.00%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.98%	95.58%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.48%	89.34%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.21%	95.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.28%	90.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.83%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.69%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.62%	94.45%

Plants that contains it

• Parthenium argentatum

Cross-Links

• PubChem: 14527158
• LOTUS: LTS0157236
• wikiData: Q105116025