(1R,2S,4S,5S,6R,9S,10S,13R)-5,14-bis(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,6-diol

Details

• Internal ID: f1db881d-9f3c-47bd-9099-87a038904e0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,4S,5S,6R,9S,10S,13R)-5,14-bis(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,6-diol
• SMILES (Canonical): CC12CCC(C(C1CC(C34C2CCC(C3)C(=C4)CO)O)(C)CO)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@]([C@H]1C[C@@H]([C@]34[C@H]2CC[C@H](C3)C(=C4)CO)O)(C)CO)O
• InChI: InChI=1S/C20H32O4/c1-18-6-5-16(23)19(2,11-22)15(18)7-17(24)20-8-12(3-4-14(18)20)13(9-20)10-21/h9,12,14-17,21-24H,3-8,10-11H2,1-2H3/t12-,14+,15+,16-,17+,18+,19-,20-/m1/s1
• InChI Key: HCTUZNMZWMKOBW-XTSCITRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.86
• 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	+	0.9704	97.04%
Caco-2	-	0.5126	51.26%
Blood Brain Barrier	+	0.6419	64.19%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5508	55.08%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5782	57.82%
BSEP inhibitior	-	0.6567	65.67%
P-glycoprotein inhibitior	-	0.9047	90.47%
P-glycoprotein substrate	-	0.6369	63.69%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7353	73.53%
CYP3A4 inhibition	-	0.9205	92.05%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	-	0.7580	75.80%
CYP inhibitory promiscuity	-	0.8503	85.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.6234	62.34%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6808	68.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5342	53.42%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5790	57.90%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7680	76.80%
Acute Oral Toxicity (c)	III	0.5271	52.71%
Estrogen receptor binding	+	0.7864	78.64%
Androgen receptor binding	+	0.6239	62.39%
Thyroid receptor binding	+	0.7116	71.16%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	+	0.7003	70.03%
PPAR gamma	-	0.5852	58.52%
Honey bee toxicity	-	0.8162	81.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9604	96.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.52%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.51%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	89.16%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.44%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.61%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.13%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.61%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.50%	95.50%
CHEMBL2581	P07339	Cathepsin D	83.30%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	83.20%	97.79%

Plants that contains it

• Sideritis tragoriganum

Cross-Links

• PubChem: 102059842
• LOTUS: LTS0260507
• wikiData: Q105025985