(1S,4R,8R,9R,10R,13R,14R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-8,14-diol

Details

• Internal ID: 34a914ef-1c2b-4e39-a1a8-04461a4fead2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4R,8R,9R,10R,13R,14R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-8,14-diol
• SMILES (Canonical): CC1(CCC(C2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)O)C
• SMILES (Isomeric): C[C@]12[C@@H]3CC[C@@H]4C[C@@]3(CC[C@@H]1C(CC[C@H]2O)(C)C)C[C@@]4(CO)O
• InChI: InChI=1S/C20H34O3/c1-17(2)8-7-16(22)18(3)14(17)6-9-19-10-13(4-5-15(18)19)20(23,11-19)12-21/h13-16,21-23H,4-12H2,1-3H3/t13-,14-,15+,16-,18-,19+,20+/m1/s1
• InChI Key: IRTHRPTXPXLENP-QMBFBYQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.4943	49.43%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6440	64.40%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7833	78.33%
BSEP inhibitior	-	0.7066	70.66%
P-glycoprotein inhibitior	-	0.9037	90.37%
P-glycoprotein substrate	-	0.7270	72.70%
CYP3A4 substrate	+	0.6280	62.80%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.7145	71.45%
CYP2C19 inhibition	-	0.8554	85.54%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.7527	75.27%
CYP2C8 inhibition	-	0.8009	80.09%
CYP inhibitory promiscuity	-	0.9276	92.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7388	73.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8014	80.14%
Skin irritation	-	0.6304	63.04%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6073	60.73%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7779	77.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7475	74.75%
Acute Oral Toxicity (c)	III	0.6417	64.17%
Estrogen receptor binding	+	0.8258	82.58%
Androgen receptor binding	+	0.5519	55.19%
Thyroid receptor binding	+	0.5517	55.17%
Glucocorticoid receptor binding	+	0.6681	66.81%
Aromatase binding	+	0.6095	60.95%
PPAR gamma	-	0.7449	74.49%
Honey bee toxicity	-	0.8412	84.12%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9252	92.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.25%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	93.54%	87.16%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.53%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.04%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.44%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	89.73%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	87.65%	95.93%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.63%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.96%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.63%	89.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.52%	100.00%
CHEMBL5331	Q12866	Proto-oncogene tyrosine-protein kinase MER	83.25%	91.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.01%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.55%	92.88%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.00%	91.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.90%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.77%	97.29%
CHEMBL299	P17252	Protein kinase C alpha	81.57%	98.03%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	81.37%	95.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.23%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.15%	92.62%
CHEMBL4302	P08183	P-glycoprotein 1	80.33%	92.98%

Plants that contains it

• Parinari campestris
• Parinari sprucei

Cross-Links

• PubChem: 162929099
• LOTUS: LTS0119389
• wikiData: Q105119123