(1R,2E,4S,7S,8R,9R,10R)-4-(hydroxymethyl)-1,8-dimethyl-12-propan-2-yltricyclo[9.3.0.03,7]tetradeca-2,11-diene-4,9,10-triol

Details

• Internal ID: 6529bd3c-a174-4bee-a115-0f23743abbe3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Fusicoccane diterpenoids
• IUPAC Name: (1R,2E,4S,7S,8R,9R,10R)-4-(hydroxymethyl)-1,8-dimethyl-12-propan-2-yltricyclo[9.3.0.03,7]tetradeca-2,11-diene-4,9,10-triol
• InChI: InChI=1S/C20H32O4/c1-11(2)13-5-7-19(4)9-15-14(6-8-20(15,24)10-21)12(3)17(22)18(23)16(13)19/h9,11-12,14,17-18,21-24H,5-8,10H2,1-4H3/b15-9+/t12-,14+,17-,18-,19-,20-/m1/s1
• InChI Key: YRIIKHNVPUXWFO-HNQDWKLOSA-N
• Popularity: 2 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: 0.80
• Atomic LogP (AlogP): 2.17
• 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	+	0.9840	98.40%
Caco-2	+	0.5873	58.73%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7069	70.69%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6333	63.33%
BSEP inhibitior	-	0.7007	70.07%
P-glycoprotein inhibitior	-	0.8932	89.32%
P-glycoprotein substrate	-	0.6229	62.29%
CYP3A4 substrate	+	0.6072	60.72%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8073	80.73%
CYP2C9 inhibition	-	0.8212	82.12%
CYP2C19 inhibition	-	0.8932	89.32%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	-	0.7410	74.10%
CYP inhibitory promiscuity	-	0.9217	92.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7131	71.31%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.5177	51.77%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4676	46.76%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8280	82.80%
Acute Oral Toxicity (c)	III	0.6542	65.42%
Estrogen receptor binding	-	0.4866	48.66%
Androgen receptor binding	+	0.5576	55.76%
Thyroid receptor binding	+	0.7453	74.53%
Glucocorticoid receptor binding	+	0.6912	69.12%
Aromatase binding	-	0.5609	56.09%
PPAR gamma	-	0.7010	70.10%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9341	93.41%

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	97.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.44%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.16%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.34%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.13%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.80%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.30%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.66%	93.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.39%	91.03%
CHEMBL1937	Q92769	Histone deacetylase 2	80.14%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195097
• LOTUS: LTS0005650
• wikiData: Q105352812