(1S,11S,12S)-12-(hydroxymethyl)-12-methyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-3,5,7-triene-1,5-diol

Details

• Internal ID: c398a5a8-66f4-45a5-bffd-4b19e03ab252
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,11S,12S)-12-(hydroxymethyl)-12-methyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-3,5,7-triene-1,5-diol
• SMILES (Canonical): CC(C)C1=C(C=C2CC3(CCCC(C3CCC2=C1)(C)CO)O)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C[C@]3(CCC[C@]([C@@H]3CCC2=C1)(C)CO)O)O
• InChI: InChI=1S/C20H30O3/c1-13(2)16-9-14-5-6-18-19(3,12-21)7-4-8-20(18,23)11-15(14)10-17(16)22/h9-10,13,18,21-23H,4-8,11-12H2,1-3H3/t18-,19+,20-/m0/s1
• InChI Key: NZDSKJRQCREHKI-ZCNNSNEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7449	74.49%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8106	81.06%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8068	80.68%
OATP1B3 inhibitior	+	0.8198	81.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8542	85.42%
BSEP inhibitior	-	0.4536	45.36%
P-glycoprotein inhibitior	-	0.8871	88.71%
P-glycoprotein substrate	-	0.6576	65.76%
CYP3A4 substrate	+	0.5895	58.95%
CYP2C9 substrate	+	0.8197	81.97%
CYP2D6 substrate	-	0.6791	67.91%
CYP3A4 inhibition	-	0.5779	57.79%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	+	0.6282	62.82%
CYP2C8 inhibition	-	0.6559	65.59%
CYP inhibitory promiscuity	-	0.7841	78.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7084	70.84%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8676	86.76%
Skin irritation	-	0.7474	74.74%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4280	42.80%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7423	74.23%
skin sensitisation	-	0.7846	78.46%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9054	90.54%
Acute Oral Toxicity (c)	III	0.6870	68.70%
Estrogen receptor binding	+	0.6739	67.39%
Androgen receptor binding	-	0.5607	56.07%
Thyroid receptor binding	+	0.7162	71.62%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	+	0.6224	62.24%
PPAR gamma	+	0.6889	68.89%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.64%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.90%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.47%	96.77%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.33%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.85%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.99%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.14%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.75%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.55%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.08%	93.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.31%	95.34%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.30%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.14%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.83%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.76%	93.04%
CHEMBL233	P35372	Mu opioid receptor	80.75%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.63%	91.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.39%	99.18%
CHEMBL4581	P52732	Kinesin-like protein 1	80.11%	93.18%
CHEMBL4444	P04070	Vitamin K-dependent protein C	80.05%	93.89%

Plants that contains it

• Chamaecyparis formosensis

Cross-Links

• PubChem: 162851380
• LOTUS: LTS0151608
• wikiData: Q105187858