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

Details

• Internal ID: cd8cc284-2534-438f-a837-39683a4e996d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(C)C(CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C)O
• SMILES (Isomeric): C[C@H](CC[C@@H](C(C)C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• InChI: InChI=1S/C30H52O2/c1-19(2)22(31)9-8-20(3)21-12-14-28(7)24-11-10-23-26(4,5)25(32)13-15-29(23)18-30(24,29)17-16-27(21,28)6/h19-25,31-32H,8-18H2,1-7H3/t20-,21-,22+,23+,24+,25+,27-,28+,29-,30+/m1/s1
• InChI Key: ICBBJGYDHALMGM-ONYSRWDTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.22
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.5538	55.38%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	0.5816	58.16%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6367	63.67%
P-glycoprotein inhibitior	-	0.6818	68.18%
P-glycoprotein substrate	-	0.7183	71.83%
CYP3A4 substrate	+	0.6104	61.04%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.3493	34.93%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7515	75.15%
CYP2C19 inhibition	-	0.7908	79.08%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.5232	52.32%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.5311	53.11%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4763	47.63%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6539	65.39%
skin sensitisation	-	0.5401	54.01%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.7338	73.38%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.7541	75.41%
Thyroid receptor binding	+	0.6494	64.94%
Glucocorticoid receptor binding	+	0.7852	78.52%
Aromatase binding	+	0.7211	72.11%
PPAR gamma	+	0.5566	55.66%
Honey bee toxicity	-	0.7582	75.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9582	95.82%

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	97.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.61%	95.58%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL240	Q12809	HERG	90.99%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.99%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.04%	94.45%
CHEMBL233	P35372	Mu opioid receptor	85.89%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.29%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.23%	96.47%
CHEMBL3837	P07711	Cathepsin L	83.14%	96.61%
CHEMBL206	P03372	Estrogen receptor alpha	83.06%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.94%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.93%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.69%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.15%	93.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.93%	90.24%
CHEMBL221	P23219	Cyclooxygenase-1	81.27%	90.17%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.99%	94.78%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.67%	98.75%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 162952520
• LOTUS: LTS0240777
• wikiData: Q105304514