3a,7,8,10a-Tetrahydroxy-5-(hydroxymethyl)-2,10-dimethyl-8-prop-1-en-2-yl-4,6a,7,9,10,10b-hexahydrobenzo[e]azulen-3-one

Details

• Internal ID: 194c3d16-d382-41f9-922e-1a704c15a82f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: 3a,7,8,10a-tetrahydroxy-5-(hydroxymethyl)-2,10-dimethyl-8-prop-1-en-2-yl-4,6a,7,9,10,10b-hexahydrobenzo[e]azulen-3-one
• InChI: InChI=1S/C20H28O6/c1-10(2)18(24)7-12(4)20(26)14(17(18)23)6-13(9-21)8-19(25)15(20)5-11(3)16(19)22/h5-6,12,14-15,17,21,23-26H,1,7-9H2,2-4H3
• InChI Key: XJOIANWCBZYENR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	-	0.6491	64.91%
Blood Brain Barrier	+	0.6356	63.56%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4865	48.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	-	0.6769	67.69%
P-glycoprotein inhibitior	-	0.8906	89.06%
P-glycoprotein substrate	-	0.5920	59.20%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8031	80.31%
CYP2C9 inhibition	-	0.8125	81.25%
CYP2C19 inhibition	-	0.8487	84.87%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8020	80.20%
CYP2C8 inhibition	-	0.8391	83.91%
CYP inhibitory promiscuity	-	0.9200	92.00%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5226	52.26%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6751	67.51%
skin sensitisation	-	0.7928	79.28%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6235	62.35%
Acute Oral Toxicity (c)	III	0.5867	58.67%
Estrogen receptor binding	+	0.6038	60.38%
Androgen receptor binding	+	0.6417	64.17%
Thyroid receptor binding	+	0.7278	72.78%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.6564	65.64%
PPAR gamma	-	0.6878	68.78%
Honey bee toxicity	-	0.8279	82.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9277	92.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.66%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.35%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.52%	97.09%
CHEMBL4794	Q8NER1	Vanilloid receptor	84.46%	98.97%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.79%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%

Plants that contains it

• Euphorbia resinifera

Cross-Links

• PubChem: 5088774
• NPASS: NPC8956
• LOTUS: LTS0226707
• wikiData: Q105329093