(1S,5R,7R)-3-[hydroxy-(3-hydroxyphenyl)methylidene]-6,6-dimethyl-5,7-bis(3-methylbut-3-enyl)-1-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]bicyclo[3.3.1]nonane-2,4,9-trione

Details

• Internal ID: 94c270f7-a49d-4188-8db8-08f0c857545d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,5R,7R)-3-[hydroxy-(3-hydroxyphenyl)methylidene]-6,6-dimethyl-5,7-bis(3-methylbut-3-enyl)-1-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]bicyclo[3.3.1]nonane-2,4,9-trione
• SMILES (Canonical): CC(=CCC(CC12CC(C(C(C1=O)(C(=O)C(=C(C3=CC(=CC=C3)O)O)C2=O)CCC(=C)C)(C)C)CCC(=C)C)C(=C)C)C
• SMILES (Isomeric): CC(=CC[C@@H](C[C@]12C[C@H](C([C@](C1=O)(C(=O)C(=C(C3=CC(=CC=C3)O)O)C2=O)CCC(=C)C)(C)C)CCC(=C)C)C(=C)C)C
• InChI: InChI=1S/C38H50O5/c1-23(2)14-16-28(26(7)8)21-37-22-29(17-15-24(3)4)36(9,10)38(35(37)43,19-18-25(5)6)34(42)31(33(37)41)32(40)27-12-11-13-30(39)20-27/h11-14,20,28-29,39-40H,3,5,7,15-19,21-22H2,1-2,4,6,8-10H3/t28-,29+,37+,38-/m0/s1
• InChI Key: QJPFBEKUNZRFKX-JJBABQCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₅
• Molecular Weight: 586.80 g/mol
• Exact Mass: 586.36582469 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 11.10
• Atomic LogP (AlogP): 9.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.7711	77.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	0.7105	71.05%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	-	0.2435	24.35%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9772	97.72%
P-glycoprotein inhibitior	+	0.7021	70.21%
P-glycoprotein substrate	+	0.6751	67.51%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	-	0.7938	79.38%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.5684	56.84%
CYP2C9 inhibition	-	0.6600	66.00%
CYP2C19 inhibition	-	0.7210	72.10%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.5143	51.43%
CYP2C8 inhibition	+	0.7322	73.22%
CYP inhibitory promiscuity	-	0.6509	65.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8798	87.98%
Skin irritation	-	0.6106	61.06%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8139	81.39%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.5755	57.55%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6044	60.44%
Acute Oral Toxicity (c)	III	0.4776	47.76%
Estrogen receptor binding	+	0.6936	69.36%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	+	0.6927	69.27%
Aromatase binding	+	0.7110	71.10%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.7039	70.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.54%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.21%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.26%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.87%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.43%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.37%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.67%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.57%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.81%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.39%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.01%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.82%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%

Plants that contains it

• Moronobea coccinea

Cross-Links

• PubChem: 102283885
• LOTUS: LTS0124752
• wikiData: Q104400392