(1S,4S,6R,9S,10S,13R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-ol

Details

• Internal ID: ea1e921d-6759-423d-8b94-ed8352d113a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,6R,9S,10S,13R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-ol
• InChI: InChI=1S/C20H32O2/c1-18(2)15-6-9-20-10-13(14(11-20)12-21)4-5-16(20)19(15,3)8-7-17(18)22/h11,13,15-17,21-22H,4-10,12H2,1-3H3/t13-,15-,16+,17-,19-,20+/m1/s1
• InChI Key: ZKEZMOGMZCXWCK-UMYDBDEDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• NSC-812212

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6742	67.42%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4838	48.38%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6135	61.35%
BSEP inhibitior	+	0.6086	60.86%
P-glycoprotein inhibitior	-	0.9065	90.65%
P-glycoprotein substrate	-	0.7859	78.59%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7353	73.53%
CYP3A4 inhibition	-	0.8496	84.96%
CYP2C9 inhibition	-	0.8398	83.98%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	-	0.7995	79.95%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6463	64.63%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9523	95.23%
Skin irritation	-	0.6202	62.02%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5998	59.98%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6415	64.15%
skin sensitisation	-	0.6533	65.33%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8481	84.81%
Acute Oral Toxicity (c)	III	0.7593	75.93%
Estrogen receptor binding	+	0.8357	83.57%
Androgen receptor binding	-	0.5077	50.77%
Thyroid receptor binding	+	0.6852	68.52%
Glucocorticoid receptor binding	+	0.8526	85.26%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	-	0.6344	63.44%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9704	97.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.90%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	91.38%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.82%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.39%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.28%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.16%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.29%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.35%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.12%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.79%	90.17%

Plants that contains it

• Excoecaria agallocha
• Macaranga tanarius

Cross-Links

• PubChem: 38352759
• LOTUS: LTS0202610
• wikiData: Q105378411