(1S,3R,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one

Details

• Internal ID: df79e156-0352-44fe-9c9c-22d01d6324dd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-one
• SMILES (Canonical): CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(=O)C5(C)C)O)C)C)O
• SMILES (Isomeric): C[C@H](CC[C@H](C(C)(C)O)O)[C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)CCC(=O)C5(C)C)O)C)C)O
• InChI: InChI=1S/C30H50O5/c1-17(8-9-22(34)26(4,5)35)23-19(32)15-28(7)20-14-18(31)24-25(2,3)21(33)10-11-30(24)16-29(20,30)13-12-27(23,28)6/h17-20,22-24,31-32,34-35H,8-16H2,1-7H3/t17-,18+,19+,20+,22-,23+,24+,27-,28+,29+,30-/m1/s1
• InChI Key: INKQVUHOCANUCA-GBAYEJARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₅
• Molecular Weight: 490.70 g/mol
• Exact Mass: 490.36582469 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6129	61.29%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7612	76.12%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4733	47.33%
P-glycoprotein inhibitior	-	0.6417	64.17%
P-glycoprotein substrate	-	0.5404	54.04%
CYP3A4 substrate	+	0.6608	66.08%
CYP2C9 substrate	-	0.8324	83.24%
CYP2D6 substrate	-	0.7891	78.91%
CYP3A4 inhibition	-	0.7412	74.12%
CYP2C9 inhibition	-	0.7455	74.55%
CYP2C19 inhibition	-	0.8036	80.36%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.7623	76.23%
CYP2C8 inhibition	-	0.7245	72.45%
CYP inhibitory promiscuity	-	0.9461	94.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7405	74.05%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9407	94.07%
Skin irritation	+	0.5572	55.72%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6032	60.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4758	47.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7350	73.50%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7473	74.73%
Acute Oral Toxicity (c)	III	0.6010	60.10%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	-	0.4945	49.45%
Honey bee toxicity	-	0.7324	73.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9797	97.97%

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	99.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.75%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.42%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.18%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	90.09%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.69%	82.69%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.72%	95.69%
CHEMBL2996	Q05655	Protein kinase C delta	87.29%	97.79%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.02%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.43%	96.61%
CHEMBL299	P17252	Protein kinase C alpha	85.91%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	84.71%	95.42%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.11%	100.00%
CHEMBL3837	P07711	Cathepsin L	82.47%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.33%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.92%	97.05%
CHEMBL4805	Q99572	P2X purinoceptor 7	81.85%	97.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.57%	90.93%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.62%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.28%	93.56%

Plants that contains it

• Astragalus taschkendicus

Cross-Links

• PubChem: 14392632
• LOTUS: LTS0210338
• wikiData: Q105116269