[(3R,5aS,6S,9aR,10aS)-3,9a-dihydroxy-5a,10a-dimethyl-9-methylidene-3-propan-2-yl-2,5,6,7,8,10-hexahydro-1H-benzo[f]azulen-6-yl] acetate

Details

• Internal ID: 93d8806a-59d6-4937-ad79-965af9eafb11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(3R,5aS,6S,9aR,10aS)-3,9a-dihydroxy-5a,10a-dimethyl-9-methylidene-3-propan-2-yl-2,5,6,7,8,10-hexahydro-1H-benzo[f]azulen-6-yl] acetate
• InChI: InChI=1S/C22H34O4/c1-14(2)21(24)12-11-19(5)13-22(25)15(3)7-8-18(26-16(4)23)20(22,6)10-9-17(19)21/h9,14,18,24-25H,3,7-8,10-13H2,1-2,4-6H3/t18-,19-,20-,21+,22+/m0/s1
• InChI Key: OSLRAIGSKXDEKP-RTOMLYRKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6179	61.79%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7714	77.14%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	-	0.3795	37.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.7105	71.05%
P-glycoprotein inhibitior	-	0.7295	72.95%
P-glycoprotein substrate	-	0.8144	81.44%
CYP3A4 substrate	+	0.6683	66.83%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.5240	52.40%
CYP2C19 inhibition	-	0.7209	72.09%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.5554	55.54%
CYP2C8 inhibition	-	0.6213	62.13%
CYP inhibitory promiscuity	-	0.9236	92.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8590	85.90%
Skin irritation	+	0.6187	61.87%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5661	56.61%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5490	54.90%
skin sensitisation	-	0.6985	69.85%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6214	62.14%
Acute Oral Toxicity (c)	I	0.4802	48.02%
Estrogen receptor binding	+	0.7223	72.23%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	+	0.7162	71.62%
Glucocorticoid receptor binding	+	0.7325	73.25%
Aromatase binding	+	0.8017	80.17%
PPAR gamma	-	0.5649	56.49%
Honey bee toxicity	-	0.7953	79.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9972	99.72%

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	97.78%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.76%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	85.51%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	85.17%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.82%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.80%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.28%	95.56%
CHEMBL5028	O14672	ADAM10	81.41%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.50%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162980563
• LOTUS: LTS0218874
• wikiData: Q105199094