(3R,3aR,5aR,9aS,10S,10aS)-5a,9,10a-trimethyl-3-propan-2-yl-2,3a,4,5,9a,10-hexahydro-1H-benzo[f]azulene-3,10-diol

Details

• Internal ID: fe97e5b5-60c3-481f-9a73-27cc060ad8b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R,3aR,5aR,9aS,10S,10aS)-5a,9,10a-trimethyl-3-propan-2-yl-2,3a,4,5,9a,10-hexahydro-1H-benzo[f]azulene-3,10-diol
• InChI: InChI=1S/C20H32O2/c1-13(2)20(22)12-11-19(5)15(20)8-10-18(4)9-6-7-14(3)16(18)17(19)21/h6-7,9,13,15-17,21-22H,8,10-12H2,1-5H3/t15-,16-,17+,18+,19+,20-/m1/s1
• InChI Key: KYNAXRYUAYDGHN-XVMXLUHGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6787	67.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4725	47.25%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7994	79.94%
P-glycoprotein inhibitior	-	0.8817	88.17%
P-glycoprotein substrate	-	0.7703	77.03%
CYP3A4 substrate	+	0.5879	58.79%
CYP2C9 substrate	-	0.7957	79.57%
CYP2D6 substrate	-	0.7906	79.06%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.6631	66.31%
CYP2C8 inhibition	-	0.7288	72.88%
CYP inhibitory promiscuity	-	0.7587	75.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5632	56.32%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9872	98.72%
Skin irritation	+	0.6494	64.94%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8689	86.89%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5010	50.10%
skin sensitisation	+	0.5967	59.67%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.6882	68.82%
Estrogen receptor binding	+	0.5723	57.23%
Androgen receptor binding	-	0.5184	51.84%
Thyroid receptor binding	+	0.7171	71.71%
Glucocorticoid receptor binding	+	0.6488	64.88%
Aromatase binding	+	0.5491	54.91%
PPAR gamma	-	0.6421	64.21%
Honey bee toxicity	-	0.8604	86.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9725	97.25%

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	93.02%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.07%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	91.71%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	89.89%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.18%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.82%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.61%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.16%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.02%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15690560
• LOTUS: LTS0182920
• wikiData: Q105147801