8-(Hydroxymethyl)-14,15,15-trimethyl-4-methylidenebicyclo[9.3.1]pentadec-8-ene-5,14-diol

Details

• Internal ID: 6c43537c-e4c8-4f45-8033-a8f2d872dd42
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-(hydroxymethyl)-14,15,15-trimethyl-4-methylidenebicyclo[9.3.1]pentadec-8-ene-5,14-diol
• SMILES (Canonical): CC1(C2CCC(C1CCC(=C)C(CCC(=CC2)CO)O)(C)O)C
• SMILES (Isomeric): CC1(C2CCC(C1CCC(=C)C(CCC(=CC2)CO)O)(C)O)C
• InChI: InChI=1S/C20H34O3/c1-14-5-10-18-19(2,3)16(11-12-20(18,4)23)8-6-15(13-21)7-9-17(14)22/h6,16-18,21-23H,1,5,7-13H2,2-4H3
• InChI Key: AYCZTNTTWJFUGW-UHFFFAOYSA-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: 2.40
• Atomic LogP (AlogP): 3.59
• 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	+	0.9940	99.40%
Caco-2	+	0.6767	67.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6426	64.26%
BSEP inhibitior	-	0.8144	81.44%
P-glycoprotein inhibitior	-	0.8968	89.68%
P-glycoprotein substrate	-	0.6638	66.38%
CYP3A4 substrate	+	0.6156	61.56%
CYP2C9 substrate	-	0.7802	78.02%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.5262	52.62%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.8855	88.55%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.8636	86.36%
CYP2C8 inhibition	-	0.7015	70.15%
CYP inhibitory promiscuity	-	0.8110	81.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6846	68.46%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.6437	64.37%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5315	53.15%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.5637	56.37%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6493	64.93%
Acute Oral Toxicity (c)	III	0.7909	79.09%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	-	0.6400	64.00%
Thyroid receptor binding	+	0.7197	71.97%
Glucocorticoid receptor binding	+	0.8557	85.57%
Aromatase binding	+	0.7340	73.40%
PPAR gamma	-	0.5722	57.22%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9766	97.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.28%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.86%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.84%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.52%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.12%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.51%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	84.54%	99.43%
CHEMBL1937	Q92769	Histone deacetylase 2	83.28%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

• Bursera suntui

Cross-Links

• PubChem: 162912401
• LOTUS: LTS0047786
• wikiData: Q104920982