(1S,2S,5R,6R,7R,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol

Details

• Internal ID: 0375c037-89d5-4454-9489-d1791ebc4ae8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
• IUPAC Name: (1S,2S,5R,6R,7R,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol
• SMILES (Canonical): CC12CCC(C(C1CCC3C24CCC(C(C3)C4)(CO)O)(C)CO)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@]([C@@H]1CCC3[C@@]24CC[C@@]([C@H](C3)C4)(CO)O)(C)CO)O
• InChI: InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13?,14-,15+,16-,17+,18+,19+,20+/m1/s1
• InChI Key: NOFOAYPPHIUXJR-PTBVVEJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8887	88.87%
Caco-2	+	0.5535	55.35%
Blood Brain Barrier	+	0.6457	64.57%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4961	49.61%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7642	76.42%
BSEP inhibitior	-	0.7001	70.01%
P-glycoprotein inhibitior	-	0.9028	90.28%
P-glycoprotein substrate	-	0.6245	62.45%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	-	0.9341	93.41%
CYP2C9 inhibition	-	0.8076	80.76%
CYP2C19 inhibition	-	0.7568	75.68%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.7921	79.21%
CYP2C8 inhibition	-	0.6498	64.98%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7188	71.88%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4841	48.41%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6149	61.49%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.5448	54.48%
Thyroid receptor binding	+	0.6292	62.92%
Glucocorticoid receptor binding	+	0.7593	75.93%
Aromatase binding	+	0.7311	73.11%
PPAR gamma	-	0.6497	64.97%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5246	52.46%
Fish aquatic toxicity	+	0.8617	86.17%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	631 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	794.3 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	794.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.89%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.48%	97.25%
CHEMBL233	P35372	Mu opioid receptor	92.37%	97.93%
CHEMBL206	P03372	Estrogen receptor alpha	91.57%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.41%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	89.54%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	89.43%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.07%	92.86%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.65%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.29%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.81%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.58%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.24%	92.94%
CHEMBL299	P17252	Protein kinase C alpha	81.79%	98.03%
CHEMBL4302	P08183	P-glycoprotein 1	81.73%	92.98%
CHEMBL259	P32245	Melanocortin receptor 4	81.40%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73345172
• LOTUS: LTS0121585
• wikiData: Q105182556