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

Details

• Internal ID: 25f16340-c850-4f43-ac28-40a9ee691ad6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,4S,5S,6R,9S,10S,13R)-5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-2,6-diol
• SMILES (Canonical): CC1=CC23CC1CCC2C4(CCC(C(C4CC3O)(C)CO)O)C
• SMILES (Isomeric): CC1=C[C@]23C[C@H]1CC[C@H]2[C@@]4(CC[C@H]([C@]([C@H]4C[C@@H]3O)(C)CO)O)C
• InChI: InChI=1S/C20H32O3/c1-12-9-20-10-13(12)4-5-14(20)18(2)7-6-16(22)19(3,11-21)15(18)8-17(20)23/h9,13-17,21-23H,4-8,10-11H2,1-3H3/t13-,14+,15+,16-,17+,18+,19-,20+/m1/s1
• InChI Key: LDZCJAGHLQSBQE-SSADKFRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• 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	+	0.9895	98.95%
Caco-2	+	0.5843	58.43%
Blood Brain Barrier	+	0.7285	72.85%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6077	60.77%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6412	64.12%
BSEP inhibitior	-	0.5741	57.41%
P-glycoprotein inhibitior	-	0.8852	88.52%
P-glycoprotein substrate	-	0.6451	64.51%
CYP3A4 substrate	+	0.6374	63.74%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7353	73.53%
CYP3A4 inhibition	-	0.8663	86.63%
CYP2C9 inhibition	-	0.7450	74.50%
CYP2C19 inhibition	-	0.8457	84.57%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8630	86.30%
CYP2C8 inhibition	-	0.7227	72.27%
CYP inhibitory promiscuity	-	0.7498	74.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.5694	56.94%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4737	47.37%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5577	55.77%
skin sensitisation	-	0.8363	83.63%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7588	75.88%
Acute Oral Toxicity (c)	III	0.5113	51.13%
Estrogen receptor binding	+	0.7805	78.05%
Androgen receptor binding	+	0.5555	55.55%
Thyroid receptor binding	+	0.7134	71.34%
Glucocorticoid receptor binding	+	0.7728	77.28%
Aromatase binding	+	0.6104	61.04%
PPAR gamma	-	0.6433	64.33%
Honey bee toxicity	-	0.8260	82.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9608	96.08%

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	94.06%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.05%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.42%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.29%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.21%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.06%	98.95%

Plants that contains it

• Sideritis akmanii
• Sideritis bourgeana

Cross-Links

• PubChem: 101316788
• LOTUS: LTS0253936
• wikiData: Q104392858