(1S,2R,4aS,6aS,6aR,6bR,8aS,10S,12aR,14bR)-10-hydroxy-4a-[(4-hydroxyphenoxy)methyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid

Details

• Internal ID: 07174349-9fec-47e6-81bc-1b2ace32b9a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aS,6aS,6aR,6bR,8aS,10S,12aR,14bR)-10-hydroxy-4a-[(4-hydroxyphenoxy)methyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C(=O)O)COC6=CC=C(C=C6)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@@H]4[C@]3(CC[C@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@H]2[C@H]1C)C(=O)O)COC6=CC=C(C=C6)O
• InChI: InChI=1S/C36H52O5/c1-22-13-18-35(21-41-25-9-7-24(37)8-10-25)19-20-36(31(39)40)26(30(35)23(22)2)11-12-28-33(5)16-15-29(38)32(3,4)27(33)14-17-34(28,36)6/h7-11,22-23,27-30,37-38H,12-21H2,1-6H3,(H,39,40)/t22-,23+,27-,28+,29+,30-,33+,34-,35-,36-/m1/s1
• InChI Key: OOYJVIFWMOTZBG-ACKICKFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₅
• Molecular Weight: 564.80 g/mol
• Exact Mass: 564.38147475 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.85
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.7166	71.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.9256	92.56%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	-	0.2241	22.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7318	73.18%
BSEP inhibitior	+	0.9867	98.67%
P-glycoprotein inhibitior	+	0.7094	70.94%
P-glycoprotein substrate	-	0.6408	64.08%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	0.6206	62.06%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.7274	72.74%
CYP2C9 inhibition	-	0.6947	69.47%
CYP2C19 inhibition	-	0.6836	68.36%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	+	0.5241	52.41%
CYP2C8 inhibition	+	0.8012	80.12%
CYP inhibitory promiscuity	-	0.6791	67.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9955	99.55%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.6327	63.27%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8212	82.12%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7855	78.55%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.7517	75.17%
Androgen receptor binding	+	0.7936	79.36%
Thyroid receptor binding	+	0.5828	58.28%
Glucocorticoid receptor binding	+	0.8015	80.15%
Aromatase binding	+	0.7475	74.75%
PPAR gamma	+	0.6166	61.66%
Honey bee toxicity	-	0.8416	84.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
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	97.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.83%	90.17%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	90.31%	94.97%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.16%	97.53%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.46%	94.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.62%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.91%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.73%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.59%	95.89%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.58%	92.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.19%	82.69%
CHEMBL4208	P20618	Proteasome component C5	82.98%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.24%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.75%	94.00%

Plants that contains it

• Plumeria obtusa

Cross-Links

• PubChem: 163034364
• LOTUS: LTS0225244
• wikiData: Q105195803