(1S,3R,6S,9S,10S,11S,17R,19S,20R)-3,6,19-trimethyl-9-prop-1-en-2-yl-16-oxapentacyclo[12.5.1.03,11.06,10.017,20]icos-13-en-17-ol

Details

• Internal ID: a892f556-6c68-45c7-88f3-a933a390a2e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3R,6S,9S,10S,11S,17R,19S,20R)-3,6,19-trimethyl-9-prop-1-en-2-yl-16-oxapentacyclo[12.5.1.03,11.06,10.017,20]icos-13-en-17-ol
• InChI: InChI=1S/C25H38O2/c1-15(2)18-8-9-23(4)10-11-24(5)13-19-16(3)12-25(26)21(19)17(14-27-25)6-7-20(24)22(18)23/h6,16,18-22,26H,1,7-14H2,2-5H3/t16-,18+,19-,20-,21-,22-,23-,24+,25+/m0/s1
• InChI Key: KKLLBIFNYVWKON-IMTNBDMGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₂
• Molecular Weight: 370.60 g/mol
• Exact Mass: 370.287180451 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.5645	56.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5046	50.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6025	60.25%
P-glycoprotein inhibitior	-	0.7071	70.71%
P-glycoprotein substrate	-	0.5316	53.16%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7803	78.03%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.7641	76.41%
CYP2C19 inhibition	-	0.6537	65.37%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.6348	63.48%
CYP2C8 inhibition	+	0.5573	55.73%
CYP inhibitory promiscuity	-	0.8998	89.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.5818	58.18%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6789	67.89%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5129	51.29%
skin sensitisation	-	0.6967	69.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4747	47.47%
Acute Oral Toxicity (c)	III	0.7057	70.57%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.6833	68.33%
Thyroid receptor binding	+	0.6777	67.77%
Glucocorticoid receptor binding	+	0.8393	83.93%
Aromatase binding	+	0.6400	64.00%
PPAR gamma	+	0.5485	54.85%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9588	95.88%

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	97.28%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.17%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.21%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.82%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.34%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.81%	94.75%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.31%	91.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.12%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.06%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.25%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	80.18%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3013538
• LOTUS: LTS0121638
• wikiData: Q105142241