(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-5,5-dimethyl-6-methylideneoctan-2-yl]-6-methoxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane

Details

• Internal ID: 2c59d6ae-e857-438e-9a5e-071581bf5da0
• 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)-5,5-dimethyl-6-methylideneoctan-2-yl]-6-methoxy-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane
• SMILES (Canonical): CCC(=C)C(C)(C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC)C)C
• SMILES (Isomeric): CCC(=C)C(C)(C)CC[C@@H](C)[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)OC)C)C
• InChI: InChI=1S/C34H58O/c1-11-24(3)29(4,5)17-14-23(2)25-15-18-32(9)27-13-12-26-30(6,7)28(35-10)16-19-33(26)22-34(27,33)21-20-31(25,32)8/h23,25-28H,3,11-22H2,1-2,4-10H3/t23-,25-,26+,27+,28+,31-,32+,33-,34+/m1/s1
• InChI Key: BFOZMEARRYKLPD-WHSFMCTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₈O
• Molecular Weight: 482.80 g/mol
• Exact Mass: 482.448766469 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 11.90
• Atomic LogP (AlogP): 9.85
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5619	56.19%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4961	49.61%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.8466	84.66%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7193	71.93%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5400	54.00%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.7137	71.37%
CYP3A4 inhibition	-	0.7713	77.13%
CYP2C9 inhibition	-	0.7176	71.76%
CYP2C19 inhibition	-	0.5625	56.25%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	+	0.5610	56.10%
CYP inhibitory promiscuity	+	0.5527	55.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8856	88.56%
Skin irritation	-	0.6298	62.98%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7420	74.20%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6334	63.34%
skin sensitisation	+	0.5184	51.84%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7119	71.19%
Acute Oral Toxicity (c)	III	0.6039	60.39%
Estrogen receptor binding	+	0.7698	76.98%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	+	0.6425	64.25%
Glucocorticoid receptor binding	+	0.7430	74.30%
Aromatase binding	+	0.7717	77.17%
PPAR gamma	+	0.6720	67.20%
Honey bee toxicity	-	0.6114	61.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	99.61%	97.25%
CHEMBL240	Q12809	HERG	98.64%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL233	P35372	Mu opioid receptor	95.49%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.93%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	91.84%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	90.14%	94.78%
CHEMBL2996	Q05655	Protein kinase C delta	89.88%	97.79%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.54%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.45%	92.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.27%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.70%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.66%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.25%	96.61%
CHEMBL236	P41143	Delta opioid receptor	87.10%	99.35%
CHEMBL1937	Q92769	Histone deacetylase 2	87.00%	94.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.86%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.77%	91.03%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.48%	97.47%
CHEMBL3837	P07711	Cathepsin L	85.88%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.58%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.37%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.74%	92.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.46%	95.58%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.92%	95.36%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.84%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.86%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.14%	98.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.81%	97.29%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.59%	92.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.91%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.73%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.68%	93.56%

Plants that contains it

• Cocos nucifera

Cross-Links

• PubChem: 163044228
• LOTUS: LTS0077297
• wikiData: Q104934659