(1S,2S,3R,7R,8S,10S)-3,10-dihydroxy-3,10-dimethyl-6,12-di(propan-2-yl)tricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione

Details

• Internal ID: 02b0b7d2-708e-4fc8-a569-97c541c2725b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,3R,7R,8S,10S)-3,10-dihydroxy-3,10-dimethyl-6,12-di(propan-2-yl)tricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione
• SMILES (Canonical): CC(C)C1=CC2C3C(C1C(=O)C2(C)O)C(=CC(=O)C3(C)O)C(C)C
• SMILES (Isomeric): CC(C)C1=C[C@H]2[C@@H]3[C@H]([C@@H]1C(=O)[C@@]2(C)O)C(=CC(=O)[C@]3(C)O)C(C)C
• InChI: InChI=1S/C20H28O4/c1-9(2)11-7-13-17-15(16(11)18(22)19(13,5)23)12(10(3)4)8-14(21)20(17,6)24/h7-10,13,15-17,23-24H,1-6H3/t13-,15-,16+,17+,19-,20-/m0/s1
• InChI Key: YNYHPBIGKWCFOA-DKUPAGJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.30
• 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	+	0.9922	99.22%
Caco-2	-	0.7349	73.49%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.7898	78.98%
P-glycoprotein substrate	-	0.7678	76.78%
CYP3A4 substrate	-	0.5051	50.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.7758	77.58%
CYP2C9 inhibition	-	0.7281	72.81%
CYP2C19 inhibition	-	0.8191	81.91%
CYP2D6 inhibition	-	0.8195	81.95%
CYP1A2 inhibition	-	0.8276	82.76%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.6036	60.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9054	90.54%
Carcinogenicity (trinary)	Non-required	0.5191	51.91%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.6691	66.91%
Skin irritation	-	0.5714	57.14%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6314	63.14%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7834	78.34%
skin sensitisation	+	0.6367	63.67%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8282	82.82%
Acute Oral Toxicity (c)	III	0.6705	67.05%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	+	0.5390	53.90%
Thyroid receptor binding	+	0.7094	70.94%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	-	0.5793	57.93%
Honey bee toxicity	-	0.7448	74.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9730	97.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.01%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.26%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.19%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.69%	85.14%

Plants that contains it

• Chamaecyparis obtusa

Cross-Links

• PubChem: 162882151
• LOTUS: LTS0024848
• wikiData: Q105351165